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L-Homocysteine

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Name

L-Homocysteine

EINECS 227-891-0
CAS No. 6027-13-0 Density 1.259 g/cm3
PSA 102.12000 LogP 0.41850
Solubility N/A Melting Point 232°C
Formula C4H9NO2S Boiling Point 299.691 °C at 760 mmHg
Molecular Weight 135.187 Flash Point 135.048 °C
Transport Information N/A Appearance Colourless or nearly colourless solid
Safety 22-24/25 Risk Codes 22
Molecular Structure Molecular Structure of 6027-13-0 (L-Homocysteine) Hazard Symbols Xn
Synonyms

(S)-2-AMINO-4-MERCAPTOBUTANOIC ACID;H-Hcys-OH;D,L-homocysteine;(2S)-2-aMino-4-sulfanylbutanoic acid;L-2-Amino-4-Mercapto-butyric acid;HOMO-CYS;Butanoic acid, 2-amino-4-mercapto-, (S)-;(S)-HOMOCYSTEINE;D,L-homocystine;(S)-2-Amino-4-mercaptobutyric acid;查看更多英文别名

Article Data 40

L-Homocysteine Synthetic route

31828-68-9

L-homocysteine thiolactone hydrochloride

6027-13-0

L-homocysteine

Conditions
ConditionsYield
With sodium hydroxide at 37℃; for 0.0833333h;96%
With water Alkaline conditions;
Alkaline conditions;
63-68-3

L-methionine

6027-13-0

L-homocysteine

Conditions
ConditionsYield
With ammonia; sodium at -60℃; for 0.5h;93%
With ammonia; sodium
With ammonia; sodium; ammonium chloride at -80℃; for 0.666667h;
Stage #1: L-methionine With ammonia; sodium at -78℃; Inert atmosphere;
Stage #2: With ammonium acetate In ammonia Inert atmosphere;
With sodium In ethanol at 0℃; for 8h; Solvent; Reagent/catalyst; Temperature;
147331-83-7

(S)-1,3-thiazane-4-carboxylic acid

6027-13-0

L-homocysteine

Conditions
ConditionsYield
With hydroxylamine hydrochloride; triethylamine In ethanol for 1h; Heating;91.9%
Conditions
ConditionsYield
With ammonia; sodium Reduction;90%
With ammonia; sodium
With sodium In ammonia at -50℃;
With diothiothreitol at 30℃; for 5h;
With DL-dithiothreitol for 3.5h; pH=12;

(4S)-1,3-thiazane-2,4-dicarboxylic acid hydrochloride

6027-13-0

L-homocysteine

Conditions
ConditionsYield
With hydroxylamine hydrochloride; triethylamine In ethanol at 78℃; for 1.41667h; pH=6 - 7;81.5%

(2S,4S)-1,3-thiazine-2,4-dicarboxylic acid hydrochloride

6027-13-0

L-homocysteine

Conditions
ConditionsYield
With hydroxylamine hydrochloride; triethylamine In ethanol for 1h; Ring cleavage; elimination; Heating;78.4%
69955-57-3

(2S)-2-amino-4-(tritylsulfanyl)butanoic acid

6027-13-0

L-homocysteine

Conditions
ConditionsYield
With ammonia; sodium at -33℃; for 1h; Reduction;52%
7689-60-3

S-benzyl-L-homocysteine

6027-13-0

L-homocysteine

Conditions
ConditionsYield
With ammonia; sodium
70-18-8

GLUTATHIONE

A

6027-13-0

L-homocysteine

B

75027-08-6

(S)-2-Amino-4-[(R)-2-((S)-3-amino-3-carboxy-propyldisulfanyl)-1-(carboxymethyl-carbamoyl)-ethylcarbamoyl]-butyric acid

Conditions
ConditionsYield
With sodium chloride In water-d2 at 25℃; Equilibrium constant; various pD values;
70-18-8

GLUTATHIONE

75027-08-6

(S)-2-Amino-4-[(R)-2-((S)-3-amino-3-carboxy-propyldisulfanyl)-1-(carboxymethyl-carbamoyl)-ethylcarbamoyl]-butyric acid

A

27025-41-8

Oxidized glutathione

B

6027-13-0

L-homocysteine

Conditions
ConditionsYield
With sodium chloride In water-d2 at 25℃; Equilibrium constant; various pD values;

L-Homocysteine Specification

The L-Homocysteine, with CAS registry number 6027-13-0, belongs to the following product category: Amino Acids. It has the systematic name of L-homocysteine. This chemical is a kind of colourless or nearly colourless solid. And the chemical formula of this chemical is C4H9NO2S.

Physical properties of L-Homocysteine: (1)ACD/LogP: 0.20; (2)# of Rule of 5 Violations: 0; (3)ACD/BCF (pH 5.5): 1; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 1; (6)ACD/KOC (pH 7.4): 1; (7)#H bond acceptors: 3; (8)#H bond donors: 3; (9)#Freely Rotating Bonds: 5; (10)Polar Surface Area: 102.12 Å2; (11)Index of Refraction: 1.538; (12)Molar Refractivity: 33.535 cm3; (13)Molar Volume: 107.29 cm3; (14)Polarizability: 13.294×10-24cm3; (15)Surface Tension: 54.387 dyne/cm; (16)Density: 1.26 g/cm3; (17)Flash Point: 135.048 °C; (18)Enthalpy of Vaporization: 59.366 kJ/mol; (19)Boiling Point: 299.691 °C at 760 mmHg; (20)Vapour Pressure: 0 mmHg at 25°C.

Preparation: this chemical can be prepared by (R)-tetrahydro-[1,3]thiazine-4-carboxylic acid. This reaction will need reagents hydroxylamine hydrochloride, triethylamine and solvent ethanol. The reaction time is 1 hour(s). The yield is about 92.6%.

Uses of L-Homocysteine: it can be used to produce (R,R)-bis-(3-amino-3-carboxy-propyl)-disulfide. This reaction will need reagent 30% aq. H2O2. The reaction time is 8 hour(s). The yield is about 95.5%.

You can still convert the following datas into molecular structure:
(1)SMILES: C(CS)[C@@H](C(=O)O)N
(2)InChI: InChI=1/C4H9NO2S/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7)/t3-/m0/s1
(3)InChIKey: FFFHZYDWPBMWHY-VKHMYHEABC
(4)Std. InChI: InChI=1S/C4H9NO2S/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7)/t3-/m0/s1
(5)Std. InChIKey: FFFHZYDWPBMWHY-VKHMYHEASA-N

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