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H5134

Sigma-Aldrich

D-Homocystine

Synonym(s):

(R,R)-4,4′-Dithiobis(2-aminobutanoic acid)

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About This Item

Empirical Formula (Hill Notation):
C8H16N2O4S2
CAS Number:
6027-15-2
Molecular Weight:
268.35
MDL number:
MFCD00068281
UNSPSC Code:
12352209
PubChem Substance ID:
24895672
NACRES:
NA.26

Assay

≥98% (TLC)

Quality Level

200

form

powder

color

white to off-white

SMILES string

N[C@H](CCSSCC[C@@H](N)C(O)=O)C(O)=O

InChI

1S/C8H16N2O4S2/c9-5(7(11)12)1-3-15-16-4-2-6(10)8(13)14/h5-6H,1-4,9-10H2,(H,11,12)(H,13,14)/t5-,6-/m1/s1

InChI key

ZTVZLYBCZNMWCF-PHDIDXHHSA-N

Related Categories

Biochem/physiol Actions

D-Homocystine may be used in the preparation of carbocyclic nucleoside such as S-aristeromycinyl-L-homocysteine for use in studied on S-adenosylmethionine-dependent methyltransferase inhibitors.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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S-Aristeromycinyl-L-homocysteine, a potent inhibitor of S-adenosylmethionine-dependent transmethylations.
R T Borchardt et al.
Journal of medicinal chemistry, 19(1), 197-198 (1976-01-01)
D M Houston et al.
Journal of medicinal chemistry, 28(4), 478-482 (1985-04-01)
A series of base- and amino acid modified analogues of S-aristeromycinyl-L-homocysteine, a carbocyclic nucleoside, were synthesized and evaluated as inhibitors of S-adenosyl-L-methionine-dependent methyltransferases, including catechol O-methyltransferase, phenylethanolamine N-methyltransferase, and histamine N-methyltransferase. The base-modified analogues (8-azaadenine, 3-deazaadenine, and N6-methyladenine) were prepared

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