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{{LB/Header}}
{{LB/Header}}
{{Hierarchy|{{PAGENAME}}}}
{{Hierarchy|{{PAGENAME}}}}
{| style="float:right"
{| style="float:left"
| __TOC__
| __TOC__
|}
|}
==Class Overview==
=={{Bilingual|概要|Class Overview}}==


==={{Bilingual|スフィンゴシンとセラミド|Sphingosine & Ceramide}}===
{{Twocolumn|
{{Twocolumn|
Sphingosine is synthesized from decarboxylating condensation of palmitoyl CoA with serine.  It is a 18-carbon amino alcohol (16 carbons from palmitic acid and 2 from serine) with one unsaturated bond (2-amino-4-octadecene-1,3-diol).  Sphingosine is further acylated to form ceramide, an important component of cell membranes.
Three Sphingolipid categories (LBS) exist in this database.  
<br/>
|このデータベースではスフィンゴ脂質を以下に分けています。
The Sphingolipid category (LBS) in this database includes glycosphingolipid, phosphosphingolipid, and ceramide.
|
スフィンゴシンはパルミトイルCoAがアミノ酸セリンと脱炭酸縮合して生成します。炭素を18個含むアミノアルコール(16個がパルミチン酸、2個がセリン由来)で不飽和結合を1つ含んでいます (2-amino-4-octadecene-1,3-diol)。
スフィンゴシンがアシル化したものが、細胞膜の重要な成分であるセラミドです。
<br/>
このデータベースにおけるスフィンゴ脂質カテゴリー (LBS) には、スフィンゴ糖脂質 (glycosphingolipid)、スフィンゴリン脂質 (phosphosphingolipid) 、セラミド (ceramide) が含まれています。
}}
}}


<center>
<center>
{| class="wikitable"
{|  
|-
|-
! colspan="3" | Sphingolipid Overview
| style="vertical-align:top" width="33%"|
[[:Category:LBSB| '''Ceramide''']]<br/>{{LBS/Cer|OH}}<br/><small>セラミド</small>
| style="vertical-align:top" width="33%"|
[[:Category:LBS#スフィンゴ糖脂質 Glycosphingolipid|'''Glycosphingolipid''']]<br/>{{LBS/Cer|O-(sugar)}}<br/><small>スフィンゴ糖脂質</small>
| style="vertical-align:top" width="33%"|
[[:Category:LBSP| '''Phosphosphingolipid''']]<br/>{{LBS/Cer|O-(phosphate)}}<br/><small>スフィンゴリン脂質</small>
|-
|-
| align="center" style="vertical-align:top" width=33%|
|
Glycosphingolipid<br><small>スフィンゴ糖脂質</small>
*[[:Category:LBSB|Long-chain base and ceramide]]
<br>[[Image:LBSnn.png|120px]]<br>
|
| align="center" style="vertical-align:top" width=33%|
*[[:Category:LBSC|Cerebroside <small>(monohexosyl ceramides)</small>]]
Phosphosphingolipid<br><small>スフィンゴリン脂質</small>
*[[:Category:LBSG|Acidic glycosphingolipid]]
<br>[[Image:LBSPP.png|120px]]<br>
|
*[[:Category:LBSP|Sphingomyelin, CPE, CAEP and GIPC]]
|}
|}
</center>
</center>


==Glycosphingolipid スフィンゴ糖脂質==
<center>
==={{Bilingual|よく使う略称|Common Abbreviations}}===
{| class="wikitable"
{| class="collapsible collapsed"
|<big>
!colspan="4" align="center" style="background:lightgray"| Sugar Abbreviations (e.g. Glc = glucose)
[[:Category:LBS/Search|{{Bilingual|スフィンゴ脂質検索画面にいく|Go to Sphingolipid search.}}]]
</big>
|}
</center>
 
 
==スフィンゴ脂質 Sphingolipid==
 
==={{Bilingual|表記法|Notation}}===
{| class="wikitable collapsible collapsed" style="width:80%"
!colspan="4" align="center" style="background:lightgray"| Symbol Abbreviations (e.g. Glc = glucose)
|-
!colspan="4" align="center" style="background:lightgray"| Backbones
{{#repeatnum:LBS/AbbrevRow|1|
Cer && ceramide && セラミド &&
Sph && sphingosine && スフィンゴシン &&
}}
|-
!colspan="4" align="center" style="background:lightgray"| Sugars
{{#repeatnum:LBS/AbbrevRow|1|
{{#repeatnum:LBS/AbbrevRow|1|
Cer && ceramide && セラミド
Glc && glucose && グルコース && C6H12O6 &&  
Sph && sphingosine && スフィンゴシン
Gal && galactose && ガラクトース && C6H12O6 &&  
Glc && glucose && グルコース
GlcNAc && ''N''-acetyl-glucosamine && ''N''-アセチルグルコサミン && C8H15NO6
Gal && galactose && ガラクトース
GalNAc && ''N''-acetyl-galactosamine && ''N''-アセチルガラクトサミン && C8H15NO6
GlcNAc && ''N''-acetyl-glucosamine && ''N''-アセチルグルコサミン
GlcN && glucosamine && グルコサミン && C6H13NO5
GalNAc && ''N''-acetyl-galactosamine && ''N''-アセチルガラクトサミン
GalN && galactosamine && ガラクトサミン && C6H13NO5
GlcN && glucosamine && グルコサミン
GlcA && glucuronic acid && グルクロン酸 && C6H10O7
GalN && galactosamine && ガラクトサミン
GalA && galacturonic acid && ガラクツロン酸 && C6H10O7 &&
GlcA && glucuronic acid && グルクロン酸
Man && mannose && マンノース && C6H12O6 && 18950
GalA && galacturonic acid && ガラクツロン酸
Rha && rhamnose (= 6-deoxy-mannose) && ラムノース (6-デオキシマンノース) && C6H12O5 && 19233
Man && mannose && マンノース
Ins && inositol && イノシトール && C6H12O6 && 892
Rha && rhamnose (= 6-deoxy-mannose) && ラムノース (6-デオキシマンノース)
Fuc && fucose (= 6-deoxy-galactose) && フコース (6-デオキシガラクトース) && C6H12O5 && 17106
Ins && inositol && イノシトール
Ara && arabinose && アラビノース && C5H10O5 && 5460291
Fuc && fucose (= 6-deoxy-galactose) && フコース (6-デオキシガラクトース)
Xyl && xylose && キシロース && C5H10O5 && 135191
Ara && arabinose && アラビノース
NeuNH && (deacetyl) neuraminic acid<br/>(pyruvate + mannosamine) && ノイラミン酸<br/>(ピルビン酸＋マンノサミン) && C9H17N1O8 && 513472
Xyl && xylose && キシロース
NeuAc && ''N''-acetyl-neuraminic acid && ''N''-アセチルノイラミン酸 && C11H19NO9 && 439197
NeuNH && (deacetyl) neuraminic acid<br/>(pyruvate + mannosamine) && ノイラミン酸<br/>(ピルビン酸＋マンノサミン)
NeuGc && ''N''-glycolyl-neuraminic acid && ''N''-グリコリルノイラミン酸 && C11H19NO10 && 123802
NeuAc && ''N''-acetyl-neuraminic acid && ''N''-アセチルノイラミン酸
Kdn && 2-keto-3-deoxy-D-glycero-<br/>D-galacto-nononic acid && デアミノノイラミン酸 && C9H16O9 && 13991616
NeuGc && ''N''-glycolyl-neuraminic acid && ''N''-グリコリルノイラミン酸
KDN && 2-keto-3-deoxy-D-glycero-<br/>D-galacto-nononic acid && デアミノノイラミン酸
}}
}}
|-
|-
!colspan="3" align="center" style="background:lightgray"| Modifiers
!colspan="4" align="center" style="background:lightgray"| Modifiers
{{#repeatnum:LBS/AbbrevRow|1|
{{#repeatnum:LBS/AbbrevRow|1|
AEPn && (2-Aminoethyl)hydroxyphosphoryl &&  
AEPn && aminoethylphosphonic acid, or<br/>(2-aminoethyl)hydroxyphosphoryl- && アミノエチルホスホン酸（C-P結合）
EtnP && 2-Aminoethanolphospho &&
MAEPn && ''N''-methyl aminoethylphosphonic acid, or<br/>(''N''-methyl-2-aminoethyl) hydroxyphosphoryl- && AEPnの''N''-メチル体（C-P結合）
MAEPn && (''N''-Methyl-2-aminoethyl)hydroxyphosphoryl &&
EtnP && phosphoethanolamine (PEA), or<br/>2-aminoethanolphospho- && ホスホエタノールアミン
MAEPr && (''N''-Methyl-2-aminoethyl)phosphoryl &&
PC && Phosphocholine && ホスホコリン
HPO3 && Phosphono &&
Butenyl && Butenyl && ブテニル基
HSO3 && Sulfono &&
Me && Methyl && メチル基
PC && Phosphocholine &&
Et && Ethyl && エチル基
CH3CH2CH=CH && Butenyl &&
Me && Methyl &&
Et && Ethyl &&
}}
}}
|}
|}


==={{Bilingual|ID番号 (ページタイトル) の設計 |Page/ID Design for Sphingolipid}}===
===分類体系 ID-Code Design===
<center>
{{Twocolumn|
Major series of phosphosphingolipids are determined by molecules bound to their phosphates, and the series of glycosphingolipids are determined by oligosaccharides bound to their ceramides. The IUPAC series of glycosphingolipids (1977) were based on the order and bonding patterns of four sugars rooting at the long-chain base. Our series, however, are based on three sugars. Two original series, Echino and Schisto, are also added.
|スフィンゴリン脂質はリン酸に結合する分子や糖の種類、スフィンゴ糖脂質はセラミドに結合する糖鎖により系列を作成しています。1977年にIUPACが提唱したスフィンゴ糖脂質の系列は、長鎖塩基に結合する四糖の並びと結合を基準にしています。ここではより広い糖鎖の系列を検索できるよう、三糖を基準に分類しています。また新たにEchinoとSchistoの系列を加えています。
}}


{|
|
<table border=1>
<table border=1>
<tr>
<tr>
<td style="background-color:yellowgreen;" width=15px align="center"><big>L</big>
<td style="background-color:yellowgreen;" width=20px align="center"><big>L</big>
<td style="background-color:yellowgreen;" width=15px align="center"><big>B</big>
<td style="background-color:yellowgreen;" width=20px align="center"><big>B</big>
<td style="background-color:darkseagreen;" width=15px align="center"><big>S</big>
<td style="background-color:yellowgreen;" width=20px align="center"><big>S</big>
<td style="background-color:Blue; color:white" width=15px align="center"><big>''s1''</big>
<td style="background-color:green;" width=20px align="center"><big>''G/P''</big>
<td style="background-color:Blue; color:white" width=15px align="center"><big>''s2''</big>
<td style="background-color:Blue; color:white" width=20px align="center"><big>''s1''</big>
<td style="background-color:Blue; color:white" width=15px align="center"><big>''s3''</big>
<td style="background-color:Blue; color:white" width=20px align="center"><big>''s2''</big>
<td style="background-color:tomato; color:white" width=15px align="center"><big>''n1''</big>
<td style="background-color:tomato; color:white" width=20px align="center"><big>''n1''</big>
<td style="background-color:tomato; color:white" width=15px align="center"><big>''n2''</big>
<td style="background-color:tomato; color:white" width=20px align="center"><big>''n2''</big>
<td style="background-color:tan; color:white" width=15px align="center"><big>''d''</big>
<td style="background-color:firebrick; color:white" width=20px align="center"><big>''y''</big>
<td style="background-color:firebrick; color:white" width=15px align="center"><big>''y''</big>
<td style="background-color:white;" width=20px align="center"><big>''c1''</big>
<td style="background-color:white;" width=15px align="center"><big>''c1''</big>
<td style="background-color:white;" width=20px align="center"><big>''c2''</big>
<td style="background-color:white;" width=15px align="center"><big>''c2''</big>
</tr>
</tr>
</table>
</table>
</center>
| &nbsp;
|
{| class="wikitable"
! '''G/P''' || '''G''' (glyco) || '''P''' (phospho)
|-
! '''s1, s2'''
|colspan="3"| structure code as explained below
|-
! '''n1, n2'''
|colspan="2"| number of sugars (2 digits)
|-
! '''y'''
|colspan="2"| number of sialic acids (1 digit)
|-
! '''c1, c2'''
|colspan="2"| serial numbers
|}
|}
 
===スフィンゴ糖脂質 Glycosphingolipid===
<span id="SphingolipidClass"></span>
{| class="wikitable" style="text-align:right; background-color:white"
! First sugar || Code || Root sequence
! colspan=2 | Major Series
|-
! Cerebroside
| colspan="3" style="text-align:left" | '''For GalCer and GlcCer, visit [[:Category:LBSC|this page]].'''
|-
! starting with<br/><big>Galactose</big>
| {{#volatile:ListMol/LBStitle|<b>G1</b>|LBSG1}} <br /> ({{#volatile:ClassMatrix|{{#countTitle:LBSG1}} items|LBSG1.....|7|8|9|9|Number_of_Sugars|Number_of_Sialic_acids}})
|style="text-align:right"| '''Gal'''-Cer
|
{| style="width:100%;"
|style="border:0;text-align:left"| {{#volatile:ListMol/LBS|Gala / Neogala|Mainchain.*Gala1-4?6?Galb1-Cer}}
|style="border:0;text-align:right"| {{#invoke:LBS|FormatSugar|Gala1-4/6Galb1-Cer}}
|-
|style="border:0;text-align:left"|{{#volatile:ListMol/LBS|Spirometo|Mainchain.*Galb1-4Glcb1-3Galb1-Cer}}
|style="border:0;text-align:right"| {{#invoke:LBS|FormatSugar|Galb1-4Glcb1-3Galb1-Cer}}
|}
|-
! rowspan="8" | starting with<br/><big>Glucose</big>
|-
| {{#volatile:ListMol/LBStitle|<b>G2</b>|LBSG2}} <br /> ({{#volatile:ClassMatrix|{{#countTitle:LBSG2}} items|LBSG2.....|7|8|9|9|Number_of_Sugars|Number_of_Sialic_acids}})
|style="text-align:right"| '''GalNAc<sub>&beta;</sub>'''-Gal<sub>&beta;</sub>-Glc<sub>&beta;</sub>-Cer
|
{| style="width:100%"
|-
|style="border:0;text-align:left"| {{#volatile:ListMol/LBS|Ganglio|Mainchain.*GalNAcb1-4Galb1-4Glcb1-Cer}}
|style="border:0;text-align:right"| {{#invoke:LBS|FormatSugar|GalNAcb1-4Galb1-4Glcb1-Cer}}
|-
|style="border:0;text-align:left"| {{#volatile:ListMol/LBS|Isoganglio|Mainchain.*GalNAcb1-3Galb1-4Glcb1-Cer}}<ref name="iso">In IUPAC, "iso" refers to a change from position 4 to position 3.</ref>
|style="border:0;text-align:right"| {{#invoke:LBS|FormatSugar|GalNAcb1-3Galb1-4Glcb1-Cer}}
|-
|style="border:0;text-align:left"| {{#volatile:ListMol/LBS|Lactoganglio|Structure.*GlcNAcb1-3\(.*GalNAcb1-4\)Galb1-4Glcb1-Cer}}
|style="border:0;text-align:right"| {{#invoke:LBS|FormatSugar|GlcNAcb1-3(GalNAcb1-4)Galb1-4Glcb1-Cer}}
|-
|style="border:0;text-align:left"| {{#volatile:ListMol/LBS|a-series|Structure.*\(?NeuAca2-3\)?Galb1-4Glcb1-Cer}}
|style="border:0;text-align:right"| {{#invoke:LBS|FormatSugar|GalNAcb1-4(NeuAca2-3)Galb1-4Glcb1-Cer}}
|-
|style="border:0;text-align:left"| {{#volatile:ListMol/LBS|b-series|Structure.*\(?NeuAca2-8NeuAca2-3\)?Galb1-4Glcb1-Cer}}
|style="border:0;text-align:right"| {{#invoke:LBS|FormatSugar|GalNAcb1-4(NeuAca2-8NeuAca2-3)Galb1-4Glcb1-Cer}}
|-
|style="border:0;text-align:left"| {{#volatile:ListMol/LBS|c-series|Structure.*\(?NeuAca2-8NeuAca2-8NeuAca2-3\)?Galb1-4Glcb1-Cer}}
|style="border:0;text-align:right"| {{#invoke:LBS|FormatSugar|GalNAcb1-4(NeuAca2-8NeuAca2-8NeuAca2-3)Galb1-4Glcb1-Cer}}
|-
|style="border:0;text-align:left"| {{#volatile:ListMol/LBS|&alpha;-series|Structure.*\(?NeuAca2-6\)?GalNAcb1-4Galb1-4Glcb1-Cer}}
|style="border:0;text-align:right"| {{#invoke:LBS|FormatSugar|...(NeuAca2-6)GalNAcb1-4Galb1-4Glcb1-Cer}}
|-
|style="border:0;text-align:left"| {{#volatile:ListMol/LBS|&beta;-series|Structure.*\(?NeuAca2-8NeuAca2-6\)?GalNAcb1-4Galb1-4Glcb1-Cer}}
|style="border:0;text-align:right"| {{#invoke:LBS|FormatSugar|...(NeuAca2-8NeuAca2-6)GalNAcb1-4Galb1-4Glcb1-Cer}}
|}
|-
| {{#volatile:ListMol/LBStitle|<b>G3</b>|LBSG3}} <br /> ({{#volatile:ClassMatrix|{{#countTitle:LBSG3}} items|LBSG3.....|7|8|9|9|Number_of_Sugars|Number_of_Sialic_acids}})
|style="text-align:right"| '''GlcNAc<sub>&beta;</sub>'''-Gal<sub>&beta;</sub>-Glc<sub>&beta;</sub>-Cer
|
{| style="width:100%"
|-
|style="border:0;text-align:left"| {{#volatile:ListMol/LBS|Lacto|Mainchain.*Galb1-3GlcNAcb1-3Galb1-4Glcb1-Cer}}
|style="border:0;text-align:right"| {{#invoke:LBS|FormatSugar|Galb1-3GlcNAcb1-3Galb1-4Glcb1-Cer}}
|-
|style="border:0;text-align:left"| {{#volatile:ListMol/LBS|Neolacto|Mainchain.*Gal.1-4GlcNAcb1-3Galb1-4Glcb1-Cer}}<ref name="neo">In IUPAC, "neo" refers to a change from position 3 to position 4.</ref>
|style="border:0;text-align:right"| {{#invoke:LBS|FormatSugar|Galb1-4GlcNAcb1-3Galb1-4Glcb1-Cer}}
|}
|-
| {{#volatile:ListMol/LBStitle|<b>G4</b>|LBSG4}} <br /> ({{#volatile:ClassMatrix|{{#countTitle:LBSG4}} items|LBSG4.....|7|8|9|9|Number_of_Sugars|Number_of_Sialic_acids}})
|style="text-align:right"| '''Gal<sub>&alpha;</sub>'''-Gal<sub>&beta;</sub>-Glc<sub>&beta;</sub>-Cer
|
{| style="width:100%"
|-
|style="border:0;text-align:left"| {{#volatile:ListMol/LBS|Globo|Mainchain.*Gala1-4Galb1-4Glcb1-Cer}}
|style="border:0;text-align:right"| {{#invoke:LBS|FormatSugar|Gala1-4Galb1-4Glcb1-Cer}}
|-
|style="border:0;text-align:left"| {{#volatile:ListMol/LBS|Isoglobo|Mainchain.*Gala1-3Galb1-4Glcb1-Cer}}<ref name="iso"/>
|style="border:0;text-align:right"| {{#invoke:LBS|FormatSugar|Gala1-3Galb1-4Glcb1-Cer}}
|}
|-
| {{#volatile:ListMol/LBStitle|<b>G5</b>|LBSG5}} <br /> ({{#volatile:ClassMatrix|{{#countTitle:LBSG5}} items|LBSG5.....|7|8|9|9|Number_of_Sugars|Number_of_Sialic_acids}})
|style="text-align:right"| Gal-Glc-Cer<br/>(Other than G2&sim;G4)
|
{| style="width:100%"
|style="border:0;text-align:left"| {{#volatile:ListMol/LBS|Muco|Mainchain.*Galb1-4Galb1-4Glcb1-Cer}}
|style="border:0;text-align:right"| {{#invoke:LBS|FormatSugar|Galb1-4Galb1-4Glcb1-Cer}}
|}
|-
| {{#volatile:ListMol/LBStitle|<b>G6</b>|LBSG6}} <br /> ({{#volatile:ClassMatrix|{{#countTitle:LBSG6}} items|LBSG6.....|7|8|9|9|Number_of_Sugars|Number_of_Sialic_acids}})
|style="text-align:right"| '''Man'''-Glc<sub>&beta;</sub>-Cer
|
{| style="width:100%"
|style="border:0;text-align:left"| {{#volatile:ListMol/LBS|Arthro|Mainchain.*GlcNAcb1-3Manb1-4Glcb1-Cer}}
|style="border:0;text-align:right"| {{#invoke:LBS|FormatSugar|GlcNAcb1-3Manb1-4Glcb1-Cer}}
|-
|style="border:0;text-align:left"| {{#volatile:ListMol/LBS|Mollu|Mainchain.*Mana1-3Manb1-4Glcb1-Cer}}
|style="border:0;text-align:right"| {{#invoke:LBS|FormatSugar|Mana1-3Manb1-4Glcb1-Cer}}
|}
|-
| {{#volatile:ListMol/LBStitle|<b>G7</b>|LBSG7}} <br /> ({{#volatile:ClassMatrix|{{#countTitle:LBSG7}} items|LBSG7.....|7|8|9|9|Number_of_Sugars|Number_of_Sialic_acids}})
|style="text-align:right"| '''NeuAc'''/'''NeuGc'''-Glc<sub>&beta;</sub>-Cer
|
{| style="width:100%"
|style="border:0;text-align:left"| {{#volatile:ListMol/LBS|Echino|Mainchain.*Neu(A~G)c.2-6Glcb1-Cer}}
|style="border:0;text-align:right"| <font color=purple>'''NeuGc'''</font> or {{#invoke:LBS|FormatSugar|NeuAca2-6Glcb1-Cer}}
|}
|-
| {{#volatile:ListMol/LBStitle|<b>G8</b>|LBSG8}} <br /> ({{#volatile:ClassMatrix|{{#countTitle:LBSG8}} items|LBSG8.....|7|8|9|9|Number_of_Sugars|Number_of_Sialic_acids}})
|style="text-align:right"| '''GalNAc'''-Glc-Cer
|
{| style="width:100%"
|style="border:0;text-align:left"| {{#volatile:ListMol/LBS|Schisto|Mainchain.*GalNAc.1-4Glc.1-Cer}}<ref>Makaaru CK, Damian RT, Smith DF, Cummings RD. "The human blood fluke Schistosoma mansoni synthesizes a novel type of glycosphingolipid" J Biol Chem 1992 267:2251-2257 PMID 1733932</ref>
|style="border:0;text-align:right"| {{#invoke:LBS|FormatSugar|GalNAcb1-4Glcb1-Cer}}
|}
|-
! starting with<br/><big>Other Sugars</big>
| {{#volatile:ListMol/LBStitle|<b>G</b>(<b>A</b>&sim;<b>R</b>)|LBSG(A~B~C~D~E~F~G~H~J~K~M~N~O~P~Q~R)}}
|colspan="2"| Symbols follow the [[:Category:LBS#Sugar-Digit Table]].
|}
<references/>
 
===スフィンゴリン脂質 Phosphosphingolipid===
{| class="wikitable" style="text-align:right; background-color:white"
! First sugar || Code || Root sequence
!colspan="2"| Major Series
|-
! No Sugar Attached
| '''P1''' ([[:Category:LBSP|LBSP]])
| R-P-Cer
| Sphingomyelin and Ceramide phosphoetanolamine<br/>(Visit [[:Category:LBSP|this page]].)
|-
! rowspan="4" | starting with<br/><big>Inositol</big>
| {{#volatile:ListMol/LBStitle|<b>P2</b>|LBSP2}} <br /> ({{#countTitle:LBSP2}} items)
| style="text-align:right"| '''GlcN'''<sub>&alpha;/&beta;1&minus;2/6</sub>Ins<sub>1</sub>-P-Cer
|
{|style="width:100%"
|style="border:0;text-align:left"| {{#volatile:ListMol/LBS|Protozoa & Fungi-specific|Mainchain.*GlcN.1-.Ins-P-Cer}}
| style="border:0;text-align:right"| {{#invoke:LBS|FormatSugar|GlcNa/b1-2/6Ins1-P-Cer}}
|}
|-
| {{#volatile:ListMol/LBStitle|<b>P3</b>|LBSP3}} <br /> ({{#countTitle:LBSP3}} items)
|style="text-align:right"| '''GlcA'''<sub>&alpha;/&beta;1&minus;2/6</sub>Ins<sub>1</sub>-P-Cer
|
{|style="width:100%"
|style="border:0;text-align:left"| {{#volatile:ListMol/LBS|Plant-specific|Mainchain.*GlcA.1-.Ins-P-Cer}}
|style="border:0;text-align:right"| {{#invoke:LBS|FormatSugar|GlcAa/b1-2/6Ins1-P-Cer}}
|}
|-
| {{#volatile:ListMol/LBStitle|<b>P4</b>|LBSP4}} <br /> ({{#countTitle:LBSP4}} items)
| style="text-align:right"| '''Man'''<sub>&alpha;/&beta;1&minus;2/6</sub>Ins<sub>1</sub>-P-Cer
|
{| style="width:100%"
| style="border:0;text-align:left"| {{#volatile:ListMol/LBS|Fungi-specific|Mainchain.*Man.1-.Ins-P-Cer}}
| style="border:0;text-align:right"| {{#invoke:LBS|FormatSugar|Mana/b1-2/6Ins1-P-Cer}}
|}
|-
| {{#volatile:ListMol/LBStitle|<b>P5</b>|LBSP5}} <br /> ({{#countTitle:LBSP5}} items)
| style="text-align:right"| Gal, Glc, and Others
| style="text-align:right"| {{#invoke:LBS|FormatSugar|X-Ins1-P-Cer}}
|}
 
===Sugar-Digit Table===
<span id="SphingolipidSugar"></span>
{{Bilingual|クリックすると一覧が出ます。記号の略称については|Click to see the full list. For abbreviations, see}} [[#Notation]].
 
{|
|-
| valign="top"|
{| class="wikitable"
|-
! Code || Structure
|-
! '''A'''
| Glc [[File:LBS-Monomer-Glc.png]]
|-
! '''B'''
| Gal [[File:LBS-Monomer-Gal.png]]
|-
! '''C'''
| GlcNAc [[File:LBS-Monomer-GlcNAc.png]]
|-
! '''D'''
| GalNAc [[File:LBS-Monomer-GalNAc.png]]
|-
! '''E'''
| GlcN [[File:LBS-Monomer-GlcN.png]]
|-
! '''F'''
| GalN [[File:LBS-Monomer-GalN.png]]
|-
! '''G'''
| GlcA [[File:LBS-Monomer-GlcA.png]]
|-
! '''H'''
| GalA [[File:LBS-Monomer-GalA.png]]
|-
! '''I'''
| not used
|}
|valign="top"|
{| class="wikitable"
|-
! Code || Structure
|-
! '''J'''
| {{#volatile:ListMol/LBS|Mannose|Structure.*Man}} [[File:LBS-Monomer-Man.png]]
|-
! '''K'''
| {{#volatile:ListMol/LBS|Rhamnose|Structure.*Rha}} [[File:LBS-Monomer-Rha.png]]
|-
! '''L'''
| {{#volatile:ListMol/LBS|Inositol|Structure.*Ins(Me)?-P-[^Cer]}}
|-
! '''M'''
| Fucose ({{#volatile:ListMol/LBS| 1|Structure[^F]+Fuc[^F]+$}}, {{#volatile:ListMol/LBS|2|Structure([^F]+Fuc){2}[^F]+$}}, {{#volatile:ListMol/LBS|>3|Structure([^F]+Fuc){3} }}) [[File:LBS-Monomer-Fuc.png]]
|-
! '''N'''
| {{#volatile:ListMol/LBS|Arabinose|Structure.*Ara}} [[File:LBS-Monomer-Ara.png]]
|-
! '''O'''
| {{#volatile:ListMol/LBS|Xylose|Structure.*Xyl}} [[File:LBS-Monomer-Xyl.png]]
|-
! '''P'''
| {{#volatile:ListMol/LBS|NeuAc / NeuNH|Structure.*(NeuAc~NeuNH)}} [[File:LBS-Monomer-NeuAc.png]]
|-
! '''Q'''
| {{#volatile:ListMol/LBS|NeuGc|Structure.*(NeuGc)}} [[File:LBS-Monomer-NeuGc.png]]
|-
! '''R'''
| {{#volatile:ListMol/LBS|Kdn|Structure.*(KDN)}} [[File:LBS-Monomer-KDN.png]]
|}
|valign="top"|
{| class="wikitable"
|-
! Code || Structure
|-
! '''S'''
| {{#volatile:ListMol/LBS|Phosphate (except GIPC)|Structure.*(Phospho)}} [[File:LBS-Monomer-P.png]]
|-
! '''T'''
| {{#volatile:ListMol/LBS|(M)AEPn|Structure.*(AEPn)}}, {{#volatile:ListMol/LBS|EtnP|Structure.*(EtnP)}}, {{#volatile:ListMol/LBS|PC|Structure.*(PC)}} [[File:LBS-Monomer-AEPn.png]]
|-
! '''U'''
| {{#volatile:ListMol/LBS|Sulfate|Structure.*Sulfo}} [[File:LBS-Monomer-S.png]]
|-
! '''V'''
| acyl/alkyl/alkenyl chain [[File:LBS-Monomer-Alkyl.png]]
|}
 
=={{Bilingual|生合成|Biosynthesis}}==
{{Twocolumn|
Sphingosine is synthesized from decarboxylating condensation of palmitoyl CoA with serine on the ER membrane.  It is a 18-carbon amino alcohol (16 carbons from palmitic acid and 2 from serine) with one unsaturated bond (trans-form) at the C-4 position (2-amino-4-octadecene-1,3-diol). ([[:Category:LBS/Biosynthesis|more details]])
|
スフィンゴシンはパルミトイルCoAがアミノ酸セリンと脱炭酸縮合して生成します。炭素を18個含むアミノアルコール(16個がパルミチン酸、2個がセリン由来)でトランス型の不飽和結合をC-4に1つ含みます。（[[:Category:LBS/Biosynthesis|詳細はこちら]]）
}}
 
 
=={{Bilingual|スフィンゴ脂質の歴史|History of Sphingolipids}}==
{{Twocolumn|
{{Twocolumn|
* '''s1 &sim; s3''' ... Structure code (3 digits)
Sphingolipids were first isolated from brain by J.L.W. Thudichum (1829-1901) as lipids of unknown function and structure.<ref>Thudichum J.L.W.?"A Treatise on the Chemical Constitution of the Balliere" Tindall and Cox, London,?1884</ref> The basic structure is a long-chain base (long-chain amino-alcohol) whose amino-group is acylated with a long-chain fatty acid. This hydrophobic structure is called ceramides.
: Explained below
Sphingolipid consists of phospho-sphingolipid and glyco-sphingolipid, whose ceramide structure is bonded with phosphate and (oligo)saccharides, respectively. Phosphosphingolipid includes sphingomyelin, and glycosphingolipid, cerebrosides and gangliosides. Both are abundant in neural tissues.<ref>Gault CR,?Obeid LM,?Hannun YA "An overview of sphingolipid synthesis to breakdown" Adv Exp Med Biol.?2010;688:1-23. PMID 20919643</ref>
* '''n1, n2''' ... the number of sugars (2 digits)
* '''d''' ... distribution ('''V'''ertebrate; '''I'''nvertebrate; '''N''' both; '''P'''lant; '''C'''hemical synthesis) (1 digit)
* '''y''' ... the number of sialic acids ( 1 digit)
* '''c1, c2''' ... serial numbers
|
|
* '''s1 &sim; s3''' ... 構造コード (3桁）
スフィンゴ脂質は J.L.W. Thudichum (1829-1901) により機能や構造未知の脂質として脳から見いだされました。基本骨格は長鎖塩基 (長鎖アミノアルコール) のアミノ基が長鎖脂肪酸とアミド結合したもので、セラミドと呼ばれます。
:下に詳述
スフィンゴ脂質はセラミドにリン酸が結合したスフィンゴリン脂質と糖が結合したスフィンゴ糖脂質に分けられます。スフィンゴリン脂質にはスフィンゴミエリンが、スフィンゴ糖脂質にはセレブロシドやガングリオシドなどが含まれ、いずれも神経系に多く存在します。
* '''n1, n2''' ... 糖の数 (2桁)
* '''d''' ... 分布 (V 脊椎; I 無脊椎; N 両方; P 植物; C 合成品)  (1桁)
* '''y''' ... シアル酸の数 (1桁)
* '''c1, c2''' ... 通し番号
}}
}}


==={{Bilingual|構造コード表|Structure Code}}===
<references/>
 
<!---
{|
{|
|valign="top"|
|valign="top"|
Line 123: Line 406:
| '''1'''  
| '''1'''  
|rowspan="3"| <b>Galactose</b><br/>(&alpha; form)
|rowspan="3"| <b>Galactose</b><br/>(&alpha; form)
| {{LBS/FormatSugar|Gala1-3 ...}}
| {{#invoke:LBS|FormatSugar|Gala1-3 ...}}
|-
|-
| '''2''' || {{LBS/FormatSugar|Gala1-4 ...}}
| '''2''' || {{#invoke:LBS|FormatSugar|Gala1-4 ...}}
|-
|-
| '''3''' || {{LBS/FormatSugar|Gala1-6 ...}}
| '''3''' || {{#invoke:LBS|FormatSugar|Gala1-6 ...}}
|-
|-
| '''4'''
| '''4'''
|rowspan="3"| <b>Galactose</b><br/>(&beta; form)
|rowspan="3"| <b>Galactose</b><br/>(&beta; form)
| {{LBS/FormatSugar|Galb1-3 ...}}
| {{#invoke:LBS|FormatSugar|Galb1-3 ...}}
|-
|-
| '''5''' || {{LBS/FormatSugar|Galb1-4 ...}}
| '''5''' || {{#invoke:LBS|FormatSugar|Galb1-4 ...}}
|-
|-
| '''6''' || {{LBS/FormatSugar|Galb1-6 ...}}
| '''6''' || {{#invoke:LBS|FormatSugar|Galb1-6 ...}}
|}
|}
|valign="top"|
|valign="top"|
Line 145: Line 428:
| '''7'''  
| '''7'''  
|rowspan="3"| <b>''N''-Acetyl Galactosamine</b><br/>(&beta; form)
|rowspan="3"| <b>''N''-Acetyl Galactosamine</b><br/>(&beta; form)
| {{LBS/FormatSugar|GalNAcb1-3 ...}}
| {{#invoke:LBS|FormatSugar|GalNAcb1-3 ...}}
|-
|-
| '''8''' || {{LBS/FormatSugar|GalNAcb1-4 ...}}
| '''8''' || {{#invoke:LBS|FormatSugar|GalNAcb1-4 ...}}
|-
|-
| '''9''' || {{LBS/FormatSugar|GalNAcb1-6 ...}}
| '''9''' || {{#invoke:LBS|FormatSugar|GalNAcb1-6 ...}}
|-
|-
| '''A'''  
| '''A'''  
|rowspan="3"| <b>''N''-Acetyl Glucosamine</b><br/>(&beta; form)
|rowspan="3"| <b>''N''-Acetyl Glucosamine</b><br/>(&beta; form)
| {{LBS/FormatSugar|GlcNAcb1-3 ...}}
| {{#invoke:LBS|FormatSugar|GlcNAcb1-3 ...}}
|-
|-
| '''B'''
| '''B'''
| {{LBS/FormatSugar|GlcNAcb1-4 ...}}
| {{#invoke:LBS|FormatSugar|GlcNAcb1-4 ...}}
|-
|-
| '''C'''
| '''C'''
| {{LBS/FormatSugar|GlcNAcb1-6 ...}}
| {{#invoke:LBS|FormatSugar|GlcNAcb1-6 ...}}
|}
|}
|}
|}
Line 172: Line 455:
| '''D'''  
| '''D'''  
|rowspan="2"| <b>Aminated Sugars</b><br/>(Except for Code 7&sim;C)
|rowspan="2"| <b>Aminated Sugars</b><br/>(Except for Code 7&sim;C)
| {{LBS/FormatSugar|GalNAc, GalN}}
| {{#invoke:LBS|FormatSugar|GalNAc, GalN}}
|-
|-
| '''E''' || {{LBS/FormatSugar|GlcNAc, GlcN}}
| '''E''' || {{#invoke:LBS|FormatSugar|GlcNAc, GlcN}}
|-
|-
| '''F'''  
| '''F'''  
Line 197: Line 480:
| '''M''' || Mannose and Rhamnose (= 6-deoxymannose)<br/>(<span style="color:green"><b>Man, Rha</b></span>)
| '''M''' || Mannose and Rhamnose (= 6-deoxymannose)<br/>(<span style="color:green"><b>Man, Rha</b></span>)
|-
|-
| '''N''' || Sialic acids<br/>(<b><span style="color:Purple">NeuAc, NeuNH</span>, <span style="color:gray">NeuGc</span>, <span style="color:Green">KDN</span></b>)
| '''N''' || Sialic acids<br/>(<b><span style="color:Purple">NeuAc, NeuNH</span>, <span style="color:gray">NeuGc</span>, <span style="color:Green">Kdn</span></b>)
|}
|}
|}
|}
Line 218: Line 501:
!colspan="2"| Abbreviations
!colspan="2"| Abbreviations
|-
|-
| '''Y''' || {{LBS/FormatSugar|GlcNAcb1-3Manb1-4Glcb1-1Cer}}
| '''Y''' || {{#invoke:LBS|FormatSugar|GlcNAcb1-3Manb1-4Glcb1-1Cer}}
|-
|-
| '''Z''' || {{LBS/FormatSugar|Galb1-4Glcb1-1bCer}}
| '''Z''' || {{#invoke:LBS|FormatSugar|Galb1-4Glcb1-1bCer}}
|}
|}
|}
|}


==={{Bilingual|よく知られたパターン|Common Patterns}}===
==={{Bilingual|よく知られたパターン|Common Patterns}}===
Line 305: Line 590:
| 8 || {{MapLink|ListMol|LBS.....V8|LBS.....V8}} || {{MapLink|ListMol|LBS.....I8|LBS.....I8}}
| 8 || {{MapLink|ListMol|LBS.....V8|LBS.....V8}} || {{MapLink|ListMol|LBS.....I8|LBS.....I8}}
|}
|}
--->

Latest revision as of 06:42, 28 May 2024

Sphingolipid


Upper classes: LB

Class Overview

Three Sphingolipid categories (LBS) exist in this database.

このデータベースではスフィンゴ脂質を以下に分けています。

Ceramide
| OH
(C14-chain)＝／＼／ーOH
(fatty acid) ー | NH

セラミド 		Glycosphingolipid
| OH
(C14-chain)＝／＼／ーO-(sugar)
(fatty acid) ー | NH

スフィンゴ糖脂質 		Phosphosphingolipid
| OH
(C14-chain)＝／＼／ーO-(phosphate)
(fatty acid) ー | NH

スフィンゴリン脂質

Go to Sphingolipid search.


スフィンゴ脂質 Sphingolipid

Notation

分類体系 ID-Code Design

Major series of phosphosphingolipids are determined by molecules bound to their phosphates, and the series of glycosphingolipids are determined by oligosaccharides bound to their ceramides. The IUPAC series of glycosphingolipids (1977) were based on the order and bonding patterns of four sugars rooting at the long-chain base. Our series, however, are based on three sugars. Two original series, Echino and Schisto, are also added.

スフィンゴリン脂質はリン酸に結合する分子や糖の種類、スフィンゴ糖脂質はセラミドに結合する糖鎖により系列を作成しています。1977年にIUPACが提唱したスフィンゴ糖脂質の系列は、長鎖塩基に結合する四糖の並びと結合を基準にしています。ここではより広い糖鎖の系列を検索できるよう、三糖を基準に分類しています。また新たにEchinoとSchistoの系列を加えています。

L B S G/P s1 s2 n1 n2 y c1 c2
 
G/P G (glyco) P (phospho)
s1, s2 structure code as explained below
n1, n2 number of sugars (2 digits)
y number of sialic acids (1 digit)
c1, c2 serial numbers

スフィンゴ糖脂質 Glycosphingolipid

First sugar Code Root sequence Major Series
Cerebroside For GalCer and GlcCer, visit this page.
starting with
Galactose

(
) 		Gal-Cer
Galα1-4/6Galβ1-Cer
Galβ1-4Glcβ1-3Galβ1-Cer
starting with
Glucose

(
) 		GalNAcβ-Galβ-Glcβ-Cer
GalNAcβ1-4Galβ1-4Glcβ1-Cer
[1] 		GalNAcβ1-3Galβ1-4Glcβ1-Cer
GlcNAcβ1-3(GalNAcβ1-4)Galβ1-4Glcβ1-Cer
GalNAcβ1-4(NeuAcα2-3)Galβ1-4Glcβ1-Cer
GalNAcβ1-4(NeuAcα2-8NeuAcα2-3)Galβ1-4Glcβ1-Cer
GalNAcβ1-4(NeuAcα2-8NeuAcα2-8NeuAcα2-3)Galβ1-4Glcβ1-Cer
...(NeuAcα2-6)GalNAcβ1-4Galβ1-4Glcβ1-Cer
...(NeuAcα2-8NeuAcα2-6)GalNAcβ1-4Galβ1-4Glcβ1-Cer

(
) 		GlcNAcβ-Galβ-Glcβ-Cer
Galβ1-3GlcNAcβ1-3Galβ1-4Glcβ1-Cer
[2] 		Galβ1-4GlcNAcβ1-3Galβ1-4Glcβ1-Cer

(
) 		Galα-Galβ-Glcβ-Cer
Galα1-4Galβ1-4Glcβ1-Cer
[1] 		Galα1-3Galβ1-4Glcβ1-Cer

(
) 		Gal-Glc-Cer
(Other than G2∼G4)
Galβ1-4Galβ1-4Glcβ1-Cer

(
) 		Man-Glcβ-Cer
GlcNAcβ1-3Manβ1-4Glcβ1-Cer
Manα1-3Manβ1-4Glcβ1-Cer

(
) 		NeuAc/NeuGc-Glcβ-Cer
NeuGc or NeuAcα2-6Glcβ1-Cer

(
) 		GalNAc-Glc-Cer
[3] 		GalNAcβ1-4Glcβ1-Cer
starting with
Other Sugars
Symbols follow the Category:LBS#Sugar-Digit Table.
  1. ↑ 1.0 1.1 In IUPAC, "iso" refers to a change from position 4 to position 3.
  2. ↑ In IUPAC, "neo" refers to a change from position 3 to position 4.
  3. ↑ Makaaru CK, Damian RT, Smith DF, Cummings RD. "The human blood fluke Schistosoma mansoni synthesizes a novel type of glycosphingolipid" J Biol Chem 1992 267:2251-2257 PMID 1733932

スフィンゴリン脂質 Phosphosphingolipid

First sugar Code Root sequence Major Series
No Sugar Attached P1 (LBSP) R-P-Cer Sphingomyelin and Ceramide phosphoetanolamine
(Visit this page.)
starting with
Inositol

(29 items) 		GlcNα/β1−2/6Ins1-P-Cer
GlcNα/β1-2/6Ins1-P-Cer

(10 items) 		GlcAα/β1−2/6Ins1-P-Cer
GlcAα/β1-2/6Ins1-P-Cer

(52 items) 		Manα/β1−2/6Ins1-P-Cer
Manα/β1-2/6Ins1-P-Cer

(21 items) 		Gal, Glc, and Others X-Ins1-P-Cer

Sugar-Digit Table

Click to see the full list. For abbreviations, see #Notation.

Code Structure
A Glc LBS-Monomer-Glc.png
B Gal LBS-Monomer-Gal.png
C GlcNAc LBS-Monomer-GlcNAc.png
D GalNAc LBS-Monomer-GalNAc.png
E GlcN LBS-Monomer-GlcN.png
F GalN LBS-Monomer-GalN.png
G GlcA LBS-Monomer-GlcA.png
H GalA LBS-Monomer-GalA.png
I not used
Code Structure
J
LBS-Monomer-Man.png
K
LBS-Monomer-Rha.png
L
M Fucose (
,
,
) LBS-Monomer-Fuc.png
N
LBS-Monomer-Ara.png
O
LBS-Monomer-Xyl.png
P
LBS-Monomer-NeuAc.png
Q
LBS-Monomer-NeuGc.png
R
LBS-Monomer-KDN.png
Code Structure
S
LBS-Monomer-P.png
T
,
,
LBS-Monomer-AEPn.png
U
LBS-Monomer-S.png
V acyl/alkyl/alkenyl chain LBS-Monomer-Alkyl.png

Biosynthesis

Sphingosine is synthesized from decarboxylating condensation of palmitoyl CoA with serine on the ER membrane. It is a 18-carbon amino alcohol (16 carbons from palmitic acid and 2 from serine) with one unsaturated bond (trans-form) at the C-4 position (2-amino-4-octadecene-1,3-diol). (more details)

スフィンゴシンはパルミトイルCoAがアミノ酸セリンと脱炭酸縮合して生成します。炭素を18個含むアミノアルコール(16個がパルミチン酸、2個がセリン由来)でトランス型の不飽和結合をC-4に1つ含みます。（詳細はこちら）


History of Sphingolipids

Sphingolipids were first isolated from brain by J.L.W. Thudichum (1829-1901) as lipids of unknown function and structure.[1] The basic structure is a long-chain base (long-chain amino-alcohol) whose amino-group is acylated with a long-chain fatty acid. This hydrophobic structure is called ceramides. Sphingolipid consists of phospho-sphingolipid and glyco-sphingolipid, whose ceramide structure is bonded with phosphate and (oligo)saccharides, respectively. Phosphosphingolipid includes sphingomyelin, and glycosphingolipid, cerebrosides and gangliosides. Both are abundant in neural tissues.[2]

スフィンゴ脂質は J.L.W. Thudichum (1829-1901) により機能や構造未知の脂質として脳から見いだされました。基本骨格は長鎖塩基 (長鎖アミノアルコール) のアミノ基が長鎖脂肪酸とアミド結合したもので、セラミドと呼ばれます。 スフィンゴ脂質はセラミドにリン酸が結合したスフィンゴリン脂質と糖が結合したスフィンゴ糖脂質に分けられます。スフィンゴリン脂質にはスフィンゴミエリンが、スフィンゴ糖脂質にはセレブロシドやガングリオシドなどが含まれ、いずれも神経系に多く存在します。

  1. ↑ Thudichum J.L.W.?"A Treatise on the Chemical Constitution of the Balliere" Tindall and Cox, London,?1884
  2. ↑ Gault CR,?Obeid LM,?Hannun YA "An overview of sphingolipid synthesis to breakdown" Adv Exp Med Biol.?2010;688:1-23. PMID 20919643


Subcategories

This category has the following 4 subcategories, out of 4 total.

L

Retrieved from "http://lipidbank.jp/mediawiki/index.php?title=Category:LBS&oldid=117195"