| Identification | More | [Name]
L-HOMOCYSTEINE | [CAS]
6027-13-0 | [Synonyms]
BUTANOIC ACID, 2-AMINO-4-MERCAPTO-, (S)-
BUTYRIC ACID, 2-AMINO-4-MERCAPTO-, L-
L-HOMOCYSTEINE
(S)-2-AMINO-4-MERCAPTOBUTANOIC ACID
(S)-HOMOCYSTEINE
H-Hcys-OH
(S)-2-Amino-4-(methylmercapto)butanoic acid
Butyric acid, 2-amino-4-(methylthio)-, L-
(S)-Homocysteine, (S)-2-Amino-4-mercaptobutanoic acid
S-Methyl-L-homocysteine
(S)-2-Amino-4-mercaptobutyric acid | [EINECS(EC#)]
227-891-0 | [Molecular Formula]
C4H9NO2S | [MDL Number]
MFCD00151320 | [Molecular Weight]
135.18 | [MOL File]
6027-13-0.mol |
| Chemical Properties | Back Directory | [Appearance]
Colourless or nearly colourless solid | [Melting point ]
232°C | [Boiling point ]
299.7±35.0 °C(Predicted) | [density ]
1.149 (estimate) | [refractive index ]
1.5480 (estimate) | [storage temp. ]
-20°C | [solubility ]
Aqueous Acid (Sparingly, Heated, Sonicated), Water (Slightly, Heated) | [form ]
solid | [pka]
2.24±0.10(Predicted) | [color ]
White to Off-White | [Optical Rotation]
[α]/D 25.5±1.5°, c = 1 in 1 M HCl | [Stability:]
Air Sensitive, Hygroscopic | [InChI]
InChI=1S/C4H9NO2S/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7)/t3-/m0/s1 | [InChIKey]
FFFHZYDWPBMWHY-VKHMYHEASA-N | [SMILES]
C(O)(=O)[C@H](CCS)N | [CAS DataBase Reference]
6027-13-0(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
22 | [Safety Statements ]
22-24/25 | [WGK Germany ]
3 | [HS Code ]
29309090 | [Toxicity]
mouse,LD50,intraperitoneal,> 1082mg/kg (1082mg/kg),Yakugaku Zasshi. Journal of Pharmacy. Vol. 94, Pg. 1419, 1974. |
| Hazard Information | Back Directory | [Chemical Properties]
Colourless or nearly colourless solid | [Uses]
L-Homocysteine is the hydrolysis product of adenosine (A280400), a purine nucleoside. Metabolic fate of L-Homocysteine is converted back to L-Methionine( M260440) via tetrahydrofolate. | [Definition]
ChEBI: Homocysteine with L configuration. | [General Description]
L-homocysteine is used to diagnose homocystinuria. | [Biochem/physiol Actions]
Elevated homocysteine levels in plasma and tissue are associated with brain atrophy in Alzheimer′s disease as well as in healthy eldery subjects. Increased homocysteine is due to deficiencies in vitamin B status, specifically folate, B6 and B12 vitamins, which act as cofactors for enzymes involved in homocysteine metabolism. | [storage]
4°C, protect from light, stored under nitrogen | [Purification Methods]
Crystallise L-homocysteine from aqueous EtOH. All operations should be carried out under N2 as the thiol readily oxidizes in air. The acid (3g) is dissolved in freshly boiled H2O ( |
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