GM2 (神經節苷脂)

GM2
	IUPAC名; (2S,3R,4E)-3-Hydroxy-2-octadecanamidooctadec-4-en-1-yl (5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonic acid)-(2→3)-[2-acetamido-2-deoxy-β-D-galactopyranosyl-(1→4)]-β-D-galactopyranosyl-(1→4)-β-D-glucopyranoside
	系統名; (2S,4S,5R,6R)-5-Acetamido-2[(2R,3S,4R,5R,6S)-3[(2S,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy6[(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-{[(2S,3R,4E)-3-hydroxy-2-octadecanamidooctadec-4-en-1-yl]oxy}oxan-3-yl]oxy5-hydroxy-2-(hydroxymethyl)oxan-4-yl]oxy4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylate
別名	Ganglioside GM2; Tay–Sachs ganglioside;; β-D-GalNAc-(1→4)-[α-Neu5Ac-(2→3)]-β-D-Gal-(1→4)-β-D-Glc-(1↔1)-N-octadecanoylsphingosine
識別
CAS號	19600-01-2
PubChem	71308211
ChemSpider	26286730
SMILES	CCCCCCCCCCCCCCCCCC(=O)N[C@H](CO[C@H]1[C@H]([C@@H]([C@H]([C@@H](O1)CO)O[C@@H]2[C@H]([C@@H]([C@@H]([C@@H](O2)CO)O[C@@H]3[C@H]([C@@H]([C@@H]([C@@H](O3)CO)O)O)NC(=O)C)OC[C@]4(C[C@H]([C@@H]([C@H](O4)[C@H]([C@H](CO)O)O)NC(=O)C)O)C(=O)O)O)O)O)[C@H](/C=C/CCCCCCCCCCCCC)O;
InChI	1/C68H123N3O26/c1-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-51(81)71-44(45(78)33-31-29-27-25-23-21-18-16-14-12-10-8-6-2)40-90-65-58(86)57(85)60(49(38-74)93-65)95-66-59(87)63(61(50(39-75)94-66)96-64-53(70-43(4)77)56(84)55(83)48(37-73)92-64)91-41-68(67(88)89)35-46(79)52(69-42(3)76)62(97-68)54(82)47(80)36-72/h31,33,44-50,52-66,72-75,78-80,82-87H,5-30,32,34-41H2,1-4H3,(H,69,76)(H,70,77)(H,71,81)(H,88,89)/b33-31+/t44-,45+,46-,47+,48+,49+,50+,52+,53+,54+,55-,56+,57+,58+,59+,60+,61-,62+,63+,64-,65-,66-,68-/m1/s1;
InChIKey	USMMPBVNWHAJBE-YMEOXFOQBT
ChEBI	60327
性質
化學式	C67H121N3O26
摩爾質量	1384.68 g·mol−1
	若非註明，所有數據均出自標準狀態（25 ℃，100 kPa）下。

在有機化學中，GM2是神經節苷脂的一種。G指神經節苷脂，M代表單唾液酸（因為它有一個唾液酸），2指它是第二種被發現的單唾液酸神經節苷脂。它與GM2神經節苷脂沉積症（例如泰-薩克斯病）有關。^[1]

參見

GM2A

附加圖集

鞘脂沉積症
GM1、GM2、GM3神經節苷脂的結構

參考資料

^ Guetta E, Peleg L. Rapid Detection of Fetal Mendalian Disorders: Tay–Sachs Disease. Methods in Molecular Biology 444. 2008: 147–59. ISBN 978-1-58829-803-4. PMID 18425478. doi:10.1007/978-1-59745-066-9_11.

外部連結

醫學主題詞表（MeSH）：Ganglioside+GM2

[pmid18425478-1] Guetta E, Peleg L. Rapid Detection of Fetal Mendalian Disorders: Tay–Sachs Disease. Methods in Molecular Biology 444. 2008: 147–59. ISBN 978-1-58829-803-4. PMID 18425478. doi:10.1007/978-1-59745-066-9_11.

[1]

GM2

IUPAC名 (2S,3R,4E)-3-Hydroxy-2-octadecanamidooctadec-4-en-1-yl (5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonic acid)-(2→3)-[2-acetamido-2-deoxy-β-D-galactopyranosyl-(1→4)]-β-D-galactopyranosyl-(1→4)-β-D-glucopyranoside
系統名 (2S,4S,5R,6R)-5-Acetamido-2[(2R,3S,4R,5R,6S)-3[(2S,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy6[(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-{[(2S,3R,4E)-3-hydroxy-2-octadecanamidooctadec-4-en-1-yl]oxy}oxan-3-yl]oxy5-hydroxy-2-(hydroxymethyl)oxan-4-yl]oxy4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylate
別名	Ganglioside GM2; Tay–Sachs ganglioside; β-D-GalNAc-(1→4)-[α-Neu5Ac-(2→3)]-β-D-Gal-(1→4)-β-D-Glc-(1↔1)-N-octadecanoylsphingosine
識別
CAS號	19600-01-2 ^Y
PubChem	71308211
ChemSpider	26286730
SMILES	CCCCCCCCCCCCCCCCCC(=O)N[C@H](CO[C@H]1[C@H]([C@@H]([C@H]([C@@H](O1)CO)O[C@@H]2[C@H]([C@@H]([C@@H]([C@@H](O2)CO)O[C@@H]3[C@H]([C@@H]([C@@H]([C@@H](O3)CO)O)O)NC(=O)C)OC[C@]4(C[C@H]([C@@H]([C@H](O4)[C@H]([C@H](CO)O)O)NC(=O)C)O)C(=O)O)O)O)O)[C@H](/C=C/CCCCCCCCCCCCC)O
InChI	1/C68H123N3O26/c1-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-51(81)71-44(45(78)33-31-29-27-25-23-21-18-16-14-12-10-8-6-2)40-90-65-58(86)57(85)60(49(38-74)93-65)95-66-59(87)63(61(50(39-75)94-66)96-64-53(70-43(4)77)56(84)55(83)48(37-73)92-64)91-41-68(67(88)89)35-46(79)52(69-42(3)76)62(97-68)54(82)47(80)36-72/h31,33,44-50,52-66,72-75,78-80,82-87H,5-30,32,34-41H2,1-4H3,(H,69,76)(H,70,77)(H,71,81)(H,88,89)/b33-31+/t44-,45+,46-,47+,48+,49+,50+,52+,53+,54+,55-,56+,57+,58+,59+,60+,61-,62+,63+,64-,65-,66-,68-/m1/s1
InChIKey	USMMPBVNWHAJBE-YMEOXFOQBT
ChEBI	60327
性質
化學式	C₆₇H₁₂₁N₃O₂₆
摩爾質量	1384.68 g·mol⁻¹
若非註明，所有數據均出自標準狀態（25 ℃，100 kPa）下。