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Merck
CN

43517

Glycolaldehyde 2-phosphate calcium salt

≥95.0% (TLC)

别名:

2-(Phosphonooxy)acetaldehyde calcium salt, Phosphoric acid mono(2-oxoethyl) ester calcium salt

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关于此项目

经验公式(希尔记法):
C2H3CaO5P
分子量:
178.09
NACRES:
NA.24
PubChem Substance ID:
UNSPSC Code:
12352200
Beilstein/REAXYS Number:
4277948
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InChI

1S/C2H5O5P.Ca/c3-1-2-7-8(4,5)6;/h1H,2H2,(H2,4,5,6);/q;+2/p-2

SMILES string

O=C([H])COP([O-])([O-])=O.[Ca+2]

InChI key

GDJKIYUDRLVKJE-UHFFFAOYSA-L

assay

≥95.0% (TLC)

concentration

16-22% Ca

format

neat

storage temp.

−20°C

Biochem/physiol Actions

Oxidation of both the 2′- and 3′-positions of 2-deoxyribose can lead to the formation of the reactive electrophilic 2-phosphoglycolaldehyde which readily forms adducts with neighboring DNA bases, aldolase substrate

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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M Awada et al.
Chemical research in toxicology, 14(9), 1247-1253 (2001-09-18)
Oxidation of deoxyribose in DNA results in the formation of a variety of electrophilic products that have the potential to react with nucleobases to form adducts. We now report that 2-phosphoglycolaldehyde, a model for the 3'-phosphoglycolaldehyde residue generated by 3'-oxidation
Chemistry of α-Aminonitriles. Aldomerisation of Glycolaldehyde Phosphate to rac-Hexose 2,4,6-Triphosphates and (in Presence of Formaldehyde) rac-Pentose 2,4-Diphosphates: rac-Allose 2,4,6-Triphosphate and rac-Ribose 2,4-Diphosphate Are the Main Reaction Products.
Mueller, D., et al.
Helvetica Chimica Acta, 73, 1410-1468 (1990)
Chemistry of α-Aminonitriles. Part 13. Formation of 2-Oxoethyl phosphates ('glycolaldehyde phosphates') from rac-Oxiranecarbonitrile and inorganic phosphate and on (formal) constitutional relationships between 2-Oxoethyl phosphates and oligo (hexo- and pentopyranosyl)nucleotide backbones.
Pitsch, S., et al.
Helvetica Chimica Acta, 77, 2251-2285 (1994)
R Krishnamurthy et al.
Origins of life and evolution of the biosphere : the journal of the International Society for the Study of the Origin of Life, 29(4), 333-354 (1999-09-03)
Amidotriphosphate (0.1 M) in aqueous solution at near neutral pH in the presence of magnesium ions (0.25 M) converts glycolaldehyde (0.025 M) within days at room temperature into glycolaldehyde phosphate in (analytically) nearly quantitative yields (76% in isolated product). This
Regulation of aspartate aminotransferase isozymes by D-erythrose 4-phosphate and glycolaldehyde phosphate, the naturally occurring homologues of D-glyceraldehyde 3-phosphate.
L Kopelovich et al.
The Journal of biological chemistry, 247(10), 3262-3268 (1972-05-25)

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