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
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. 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)
Glycolaldehyde and glycolaldehyde phosphate as reaction components in enzymatic pentose formation.
J MARMUR et al.
Archives of biochemistry and biophysics, 31(1), 154-155 (1951-03-01)
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)
Georges A Lahoud et al.
Chemical research in toxicology, 19(12), 1630-1636 (2006-12-19)
Oxidative events that target the sugar-phosphate backbone of DNA can lead to reactive fragments that interfere with DNA repair, transcription and translation by the formation of cross-links and adducts of proteins and nucleobases. Here we report the formation of several
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