同: GDPMan

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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2019/07/25 06:47:25」(JST)

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Guanosine diphosphate mannose or GDP-mannose is a nucleotide sugar that is a substrate for glycosyltransferase reactions in metabolism. This compound is a substrate for enzymes called mannosyltransferases.

Biosynthesis

GDP-mannose is produced from GTP and mannose-6-phosphate by the enzyme mannose-1-phosphate guanylyltransferase.^[1]

References

^ Samuel G, Reeves P (2003). "Biosynthesis of O-antigens: genes and pathways involved in nucleotide sugar precursor synthesis and O-antigen assembly". Carbohydr. Res. 338 (23): 2503–19. doi:10.1016/j.carres.2003.07.009. PMID 14670712.

UpToDate Contents

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1. 肢帯型筋ジストロフィー limb girdle muscular dystrophy

English Journal

Expression of fucosyltransferase 8 is associated with an unfavorable clinical outcome in non-small cell lung cancers.

Honma R1, Kinoshita I, Miyoshi E, Tomaru U, Matsuno Y, Shimizu Y, Takeuchi S, Kobayashi Y, Kaga K, Taniguchi N, Dosaka-Akita H.
Oncology.Oncology.2015;88(5):298-308. doi: 10.1159/000369495. Epub 2015 Jan 7.
Objecitive: Fucosyltransferase 8 (FUT8), the only enzyme responsible for the core α1,6-fucosylation of asparagine-linked oligosaccharides of glycoproteins, is a vital enzyme in cancer development and progression. We examined FUT8 expression in non-small cell lung cancers (NSCLCs) to analyze its cli
PMID 25572677

Carbohydrate metabolism changes in Prunus persica gummosis infected with Lasiodiplodia theobromae.

Li Z, Gao L, Wang YT, Zhu W, Ye JL, Li GH.
Phytopathology.Phytopathology.2014 May;104(5):445-52. doi: 10.1094/PHYTO-01-13-0025-R.
Peach gummosis represents a significant global disease of stone fruit trees and a major disease in the south peach production area of the Yangtze River of China. In this study, the carbohydrate composition of peach shoots during infection by Lasiodiplodia theobromae was examined. The expression of g
PMID 24283537

ALG1-CDG: a new case with early fatal outcome.

Rohlfing AK1, Rust S2, Reunert J1, Tirre M2, Du Chesne I1, Wemhoff S3, Meinhardt F3, Hartmann H4, Das AM4, Marquardt T5.
Gene.Gene.2014 Jan 25;534(2):345-51. doi: 10.1016/j.gene.2013.10.013. Epub 2013 Oct 21.
Congenital disorders of glycosylation (CDG) are a growing group of inherited metabolic disorders where enzymatic defects in the formation or processing of glycolipids and/or glycoproteins lead to variety of different diseases. The deficiency of GDP-Man:GlcNAc2-PP-dolichol mannosyltransferase, encode
PMID 24157261

Japanese Journal

Molecular cloning and characterization of a Pichia pastoris ortholog of the yeast Golgi GDP-mannose transporter gene

The Journal of General and Applied Microbiology 52(3), 137-145, 2006
NAID 130004802064

Guanosine Diphosphate Mannose in Conformational Relation to Other Suger Nucleotides and Phosphates in Solution

Agricultural and Biological Chemistry 38(8), 1515-1520, 1974
NAID 130003524720

146. 酵母によるguanylic acidよりguanosine diphosphate mannoseの生成について

日本醗酵工学会大会講演要旨集昭和40年度, 61, 1965-11-04
NAID 110002899294

「グアノシン二リン酸マンノース」

Guanosine diphosphate mannose
Names
	IUPAC name [(2R,3S,4R,5R)-5-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl (2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl dihydrogen diphosphate
Identifiers
CAS Number	3123-67-9 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:15820 ;
ChemSpider	17372 ;
MeSH	Guanosine+Diphosphate+Mannose
PubChem CID	18396;
	InChI InChI=1S/C16H25N5O16P2/c17-16-19-12-6(13(28)20-16)18-3-21(12)14-10(26)8(24)5(34-14)2-33-38(29,30)37-39(31,32)36-15-11(27)9(25)7(23)4(1-22)35-15/h3-5,7-11,14-15,22-27H,1-2H2,(H,29,30)(H,31,32)(H3,17,19,20,28)/t4-,5-,7-,8-,9+,10-,11+,14-,15-/m1/s1 Key: MVMSCBBUIHUTGJ-GDJBGNAASA-N ; InChI=1/C16H25N5O16P2/c17-16-19-12-6(13(28)20-16)18-3-21(12)14-10(26)8(24)5(34-14)2-33-38(29,30)37-39(31,32)36-15-11(27)9(25)7(23)4(1-22)35-15/h3-5,7-11,14-15,22-27H,1-2H2,(H,29,30)(H,31,32)(H3,17,19,20,28)/t4-,5-,7-,8-,9+,10-,11+,14-,15-/m1/s1 Key: MVMSCBBUIHUTGJ-GDJBGNAABK;
	SMILES O=P(O[C@H]1O[C@@H]([C@@H](O)[C@H](O)[C@@H]1O)CO)(O)OP(=O)(O)OC[C@H]4O[C@@H](n2c3NC(=N/C(=O)c3nc2)\N)[C@H](O)[C@@H]4O;
Properties
Chemical formula	C16H25N5O16P2
Molar mass	605.341 g/mol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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	Infobox references