DL-Homocysteine

Modify Date: 2024-01-07 22:43:44

DL-Homocysteine Structure
DL-Homocysteine structure
Common Name DL-Homocysteine
CAS Number 454-29-5 Molecular Weight 135.185
Density 1.3±0.1 g/cm3 Boiling Point 299.7±35.0 °C at 760 mmHg
Molecular Formula C4H9NO2S Melting Point 232-233 °C(lit.)
MSDS Chinese USA Flash Point 135.0±25.9 °C

 Use of DL-Homocysteine


DL-Homocysteine is a weak neurotoxin, and can affect the production of kynurenic acid in the brain.

 Names

Name DL-Homocysteine
Synonym More Synonyms

 DL-Homocysteine Biological Activity

Description DL-Homocysteine is a weak neurotoxin, and can affect the production of kynurenic acid in the brain.
Related Catalog
Target

Human Endogenous Metabolite

In Vitro DL-Homocysteine (0.1-0.5 mM) significantly enhances kynurenic acid (KYNA) production in rat cortical slices, and diministes the production of at 3.0, 5.0, and 10.0 mM, with the estimated IC50 of 6.4 (5.5-7.5) mM. DL-Homocysteine dose-dependently inhibits kynurenine aminotransferases I (KATI) activity at concentrations ≥0.2 mM, with an IC50 of 0.566 (0.442-0.724) mM, and the activity of KAT II with IC50 value of 8.046 (5.804-11.154) mM[1].
In Vivo DL-Homocysteine (1.3 mmol/kg, i.p.) increases KYNA content (pmol/g tissue) from 8.47 ± 1.57 to 13.04 ± 2.86 and 11.4 ± 1.72 in cortex, and from 4.11 ± 1.54 to 10.02 ± 3.08 in rat hippocampus[1].
References

[1]. DL-Homocysteine, et al. Dual effect of DL-homocysteine and S-adenosylhomocysteine on brain synthesis of the glutamate receptor antagonist, kynurenic acid. J Neurosci Res. 2005 Feb 1;79(3):375-82.

 Chemical & Physical Properties

Density 1.3±0.1 g/cm3
Boiling Point 299.7±35.0 °C at 760 mmHg
Melting Point 232-233 °C(lit.)
Molecular Formula C4H9NO2S
Molecular Weight 135.185
Flash Point 135.0±25.9 °C
Exact Mass 135.035400
PSA 102.12000
LogP 0.22
Vapour Pressure 0.0±1.3 mmHg at 25°C
Index of Refraction 1.538
Storage condition 2-8°C
Stability Stable. Combustible. Incompatible with strong oxidizing agents.

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
MT0175000
CHEMICAL NAME :
DL-Homocysteine
CAS REGISTRY NUMBER :
454-29-5
LAST UPDATED :
199709
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C4-H9-N-O2-S
MOLECULAR WEIGHT :
135.20

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
770 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :
Phage inhibition capacity
TEST SYSTEM :
Bacteria - Escherichia coli
DOSE/DURATION :
125 mg/L
REFERENCE :
APMBAY Applied Microbiology. (Washington, DC) V.1-30, 1953-75. For publisher information, see AEMIDF. Volume(issue)/page/year: 12,234,1964

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes C
Safety Phrases S22-S24/25
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS MT0175000
HS Code 2930909090

 Synthetic Route

~36%

DL-Homocysteine Structure

DL-Homocysteine

CAS#:454-29-5

Literature: ADISSEO FRANCE S.A.S.; Huet, Robert; Joerger, Jean-Michel; Henryon, Vivien Patent: US2013/184474 A1, 2013 ; Location in patent: Paragraph 0031; 0032; 0033; 0034; 0035; 0036 ;

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DL-Homocysteine Structure

DL-Homocysteine

CAS#:454-29-5

Literature: Allen; Steinman Journal of the American Chemical Society, 1952 , vol. 74, p. 3932

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DL-Homocysteine Structure

DL-Homocysteine

CAS#:454-29-5

Literature: Riegel; du Vigneaud Journal of Biological Chemistry, 1935 , vol. 112, p. 149,153 Full Text Show Details duVigneaud; Brown Biochemical Preparations, 1957 , vol. 5, p. 96

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DL-Homocysteine Structure

DL-Homocysteine

CAS#:454-29-5

Literature: Bregant, Sarah; Burlina, Fabienne; Chassaing, Gerard Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 7 p. 1047 - 1050 Title/Abstract Full Text View citing articles Show Details Guerard, Christine; Breard, Maud; Courtois, Fabienne; Drujon, Thierry; Ploux, Olivier Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 7 p. 1661 - 1664

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DL-Homocysteine Structure

DL-Homocysteine

CAS#:454-29-5

Literature: Bommarius, Andreas S.; Drauz, Karlheinz; Guenther, Kurt; Knaup, Guenter; Schwarm, Michael Tetrahedron Asymmetry, 1997 , vol. 8, # 19 p. 3197 - 3200

 Customs

HS Code 2930909090
Summary 2930909090. other organo-sulphur compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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 Synonyms

DL-HoMocysteine
DL-2-amino-4-mercapto-Butyric acid
D-L-homocysteine
usafb-12
Butyric acid, 2-amino-4-mercapto-
DL-2-Amino-4-mercaptobutyric acid
Butyric acid, 2-amino-4-mercapto-, DL-
2-Amino-4-mercaptobutyric acid
D,L-Homocysteine
2-Amino-4-mercaptobutanoic acid
HOMOCYSTEINE,DL
2-AMINO-4-MERCAPTOBUYRIC ACID
1-carboxy-3-mercaptopropylamine
Butanoic acid, 2-amino-4-mercapto-
2-amino-4-mercapto-DL-Butyric acid
2-amino-4-sulfanylbutanoic acid
Homocysteine (VAN)
TOTALHOMOCYSTEINE
H-DL-Hcys-OH
2-Amino-4-Mercapto-Butyric Acid
EINECS 207-222-9
homocystine
(±)-Homocysteine
2-amino-4-mercapto-Butanoic acid
UNII:S7IJP4A89K
MFCD00004898
Homocysteine
2-thioethylglycine
Butyric acid, 2-amino-4-mercapto-, DL- (9CI)
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