L-Homocysteine supplier | CasNO.6027-13-0

Name
L-Homocysteine
EINECS 227-891-0
CAS No. 6027-13-0
Article Data40
CAS DataBase
Density 1.259 g/cm³
Solubility
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
Appearance Colourless or nearly colourless solid
Safety 22-24/25
Risk Codes 22
Molecular Structure
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;查看更多英文别名收起
PSA 102.12000
LogP 0.41850

Synthetic route

: 31828-68-9
L-homocysteine thiolactone hydrochloride

: 6027-13-0
L-homocysteine

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With hydroxylamine hydrochloride; triethylamine In ethanol for 1h; Heating;	91.9%

: 626-72-2, 870-93-9, 6027-15-2, 7093-69-8, 462-10-2
L-homocystine

: 6027-13-0
L-homocysteine

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With ammonia; sodium at -33℃; for 1h; Reduction;	52%

: 7689-60-3
S-benzyl-L-homocysteine

: 6027-13-0
L-homocysteine

Conditions

Conditions	Yield
With ammonia; sodium

: 626-72-2, 870-93-9, 6027-15-2, 7093-69-8, 462-10-2
L-homocystine

: 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

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

...Expand

: 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

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

...Expand

: 56-88-2
L-cystathionine

: 66-72-8
pyridoxal

copper (2+): copper (2+)

A: 6027-13-0
L-homocysteine

B: 127-17-3
2-oxo-propionic acid

C: 85-87-0
pyridoxamine

Conditions

Conditions	Yield
at 37℃; sowie in Gegenwart von weiteren Metallionen jeweils in gepufferter wss. Loesung;

...Expand

: (2S,4'S)-4-(benzylthio)-2-(2'-oxo-4'-phenyloxazolidin-3'-yl)butanoic acid

A: 454-28-4, 454-29-5, 6027-13-0, 6027-14-1
D-homocysteine

B: 6027-13-0
L-homocysteine

Conditions

Conditions	Yield
With ammonia; lithium In tetrahydrofuran; tert-butyl alcohol at -70℃; for 0.0833333h; Elimination; Birch-Evans method;

: S-ribosyl-L-homocysteine (β-form)

A: 6027-13-0
L-homocysteine

B: 710324-30-4
(4S)-4,5-dihydroxy-2,3-pentanedione

Conditions

Conditions	Yield
With MES buffer; E. coli S-ribosylhomocysteinase; S-<(3-carboxy-4-nitrophenyl)thio>-2-aminoethanethiol pH=6; Enzyme kinetics; Kinetics; Further Variations:; Reagents; pH-values; Enzymatic reaction;

: 2338-04-7, 10593-85-8, 14007-10-4, 130548-06-0
L-homocysteine thiolactone

: 6027-13-0
L-homocysteine

: 59-51-8
DL-methionine

A: DL-homocystine sulfate

B: 6027-13-0
L-homocysteine

Conditions

Conditions	Yield
With sulfuric acid; hydrogen bromide In nitrogen

: 56-88-2
L-cystathionine

A: 6027-13-0
L-homocysteine

B: 127-17-3
2-oxo-propionic acid

Conditions

Conditions	Yield
With Escherichia coli cystathionine β-lyase R58A mutant; pyridoxal 5'-phosphate; 2-amino-2-hydroxymethyl-1,3-propanediol at 25℃; pH=8.5; Kinetics; Reagent/catalyst; pH-value; aq. buffer;

MNLIINGENKSFEKEGLSVKELLVLESVKMPEMVSIQLNDEFLREPEYATTSLKEGDTINFLYFMGGG-X; X = S-bound-L-homocysteine: MNLIINGENKSFEKEGLSVKELLVLESVKMPEMVSIQLNDEFLREPEYATTSLKEGDTINFLYFMGGG-X; X = S-bound-L-homocysteine

A: 6027-13-0
L-homocysteine

B MNLIINGENKSFEKEGLSVKELLVLESVKMPEMVSIQLNDEFLREPEYATTSLKEGDTINFLYFMGGG: MNLIINGENKSFEKEGLSVKELLVLESVKMPEMVSIQLNDEFLREPEYATTSLKEGDTINFLYFMGGG

Conditions

Conditions	Yield
With hcyD Enzymatic reaction;

: 7540-67-2
O-acetyl-L-homoserine

: 6027-13-0
L-homocysteine

Conditions

Conditions	Yield
With sodium sulfide; O-acetyl-L-homoserine sulfhydrylase at 26℃; for 1h; pH=8; aq. phosphate buffer; Enzymatic reaction;
With O-acetylhomoserine sulfhydrylase; hydrogen sulfide Enzymatic reaction;

: 56-88-2
L-cystathionine

A: 56-45-1
L-serin

B: 6027-13-0
L-homocysteine

Conditions

Conditions	Yield
With 5,5'-dithiobis-(2-nitrobenzoic acid); yeast cystathionine β-synthase N84A mutant; water at 37℃; pH=8.6; Kinetics; Reagent/catalyst; Concentration; aq. buffer; Enzymatic reaction;

: 56-88-2
L-cystathionine

: 6027-13-0
L-homocysteine

Conditions

Conditions	Yield
With 5,5'-dithiobis-(2-nitrobenzoic acid); cystathionine β-lyase In aq. phosphate buffer at 25℃; pH=8.5; Kinetics; Reagent/catalyst; Enzymatic reaction;

: 56-88-2
L-cystathionine

A: 52-90-4
L-Cysteine

B: 6027-13-0
L-homocysteine

C: 7664-41-7
ammonia

D: 57-60-3
piruvate

E: 339-71-9
2-keto-butyrate

Conditions

Conditions	Yield
With potassium phosphate; 5,5'-dithiobis-(2-nitrobenzoic acid); pyridoxal 5'-phosphate; cystathionine γ-lyase from Saccharomyces cerevisiae In aq. buffer pH=7.2; Kinetics; Reagent/catalyst; Enzymatic reaction;

...Expand

: 6027-13-0
L-homocysteine

: 139427-42-2
S-nitroso-L-homocysteine

Conditions

Conditions	Yield
With hydrogenchloride; sodium nitrite at 20℃; for 0.25h;	100%
With hydrogenchloride; sodium nitrite at 25℃; Product distribution; other biological reduced thiols, other temperature;	92 % Chromat.
With hydrogenchloride; sodium nitrite at 25℃;	92 % Chromat.
Stage #1: L-homocysteine With hydrogenchloride In water at 0 - 4℃; pH=1 - 2; Stage #2: With sodium nitrite In water for 0.166667h; Darkness;

: 6027-13-0
L-homocysteine

: 477873-39-5
5'-(chloromethyl)-5'-deoxyadenosine

: (S)-2-Amino-4-{2-[(2R,3S,4R,5R)-5-(6-amino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-ethylsulfanyl}-butyric acid

Conditions

Conditions	Yield
With sodium hydroxide at 60℃; for 17h;	100%

: 6027-13-0
L-homocysteine

: S-[15N]nitroso-L-homocysteine

Conditions

Conditions	Yield
With hydrogenchloride; sodium (15)N-nitrite at 20℃; for 0.25h;	100%

: 67-56-1
methanol

: 6027-13-0
L-homocysteine

: L-Homocystine dimethyl ester dihydrochloride

Conditions

Conditions	Yield
With thionyl chloride at 20℃; Cooling with ice;	100%
With thionyl chloride Cooling with ice;	10.6 g

: 6027-13-0
L-homocysteine

: ((2-(2-(fluoro-18F)ethoxy)ethyl)sulfonyl)ethane

: C10H20(18)FNO5S2

Conditions

Conditions	Yield
at 25℃; for 0.5h; pH=8.5;	98%

: 6027-13-0
L-homocysteine

: 626-72-2, 870-93-9, 6027-15-2, 7093-69-8, 462-10-2
L-homocystine

Conditions

Conditions	Yield
With dihydrogen peroxide for 8h;	95.7%
With air for 13h; Oxidation;	40%
In water at 20℃; for 168000h; light irradiation;
With air In water at 40℃; for 24h;
With fluorone black In methanol; water at 20℃; for 0.0833333h; pH=7.3;

: 50-00-0
formaldehyd

: 6027-13-0
L-homocysteine

: 105013-85-2
L-3-Methyltetrahydro-1,3-thiazine

Conditions

Conditions	Yield
With formic acid In water at 70℃; for 1.1h;	84%

: 6027-13-0
L-homocysteine

: 2-(4-(benzo[d]thiazol-2-yl)-2-methoxyphenoxy)-N’-(2-chloroacetyl)acetohydrazide

: 2-(2-(2-(2-(4-(benzo[d]thiazol-2-yl)-2-methoxyphenoxy)acetyl)hydrazinyl)-2-oxoethylamino)-4-mercaptobutanoic acid

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 27h; Cooling with ice;	80%

: 6027-13-0
L-homocysteine

: 100-44-7
benzyl chloride

: 7689-60-3
S-benzyl-L-homocysteine

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile for 20h;	78%

: 6027-13-0
L-homocysteine

: [Pd(1R,2R-diaminocyclohexane)Cl2]

: silver perchlorate

: [(1,2-trans-R,R-diaminocyclohexane)Pd(N,S-methionine)]ClO4

Conditions

Conditions	Yield
With sodium hydroxide In water byproducts: AgCl; Ag salt was added dropwise to soln. of Pd complex in H2O at 50-60°C; stirred for 2 h; filtered; soln. of ligand was added with stirring; NaOH was added to pH 6; stirred at 40-50°C for 6 h; cooled; recrystd. (hot H2O); elem. anal.;	74%

...Expand

: 4227-95-6
[13C]methyl iodide

: 6027-13-0
L-homocysteine

: 49705-26-2
[methyl-13C]-L-methionine

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile for 23h;	73%

: 76-84-6
triphenylmethyl alcohol

: 6027-13-0
L-homocysteine

: 69955-57-3
(2S)-2-amino-4-(tritylsulfanyl)butanoic acid

Conditions

Conditions	Yield
Stage #1: triphenylmethyl alcohol; L-homocysteine With trifluoroacetic acid In chloroform at 20℃; for 3h; Inert atmosphere; Cooling with ice; Stage #2: With sodium hydroxide In water at 10℃; pH=13; Stage #3: With citric acid In water pH=4;	70%

: 6027-13-0
L-homocysteine

: 20035-08-9
sodium ethanesulfinate

: S-ethylsulfonyl-L-homocysteine

Conditions

Conditions	Yield
Stage #1: L-homocysteine With hydrogenchloride; sodium nitrite In water at 0℃; for 0.5h; Stage #2: sodium ethanesulfinate With hydrogenchloride In water at 0℃; Inert atmosphere;	66%

: 6027-13-0
L-homocysteine

: 79782-13-1
5'-deoxy-5'-iodo-3-deazaadenosine

: 53199-57-8
S-(3-deazaadenosyl)-L-homocysteine

Conditions

Conditions	Yield
With ammonia; sodium	65%

: 6027-13-0
L-homocysteine

: 39208-00-9
4-<<4'-(N,N-dimethylamino)phenyl-1'>azo>benzaldehyde

: (S)-2-[4-(4-Dimethylamino-phenylazo)-phenyl]-[1,3]thiazinane-4-carboxylic acid

Conditions

Conditions	Yield
In N,N-dimethyl-formamide	62%

: 6027-13-0
L-homocysteine

: 590-17-0
cyanomethyl bromide

: 1494537-63-1
(2S)-2-amino-4-[(cyanomethyl)sulfanyl]butanoic acid

Conditions

Conditions	Yield
With potassium carbonate In acetone at 20℃;	59%
With potassium carbonate In acetone at 20℃;	59%

: 6027-13-0
L-homocysteine

: 99232-95-8
5'-chloro-5'-deoxyadenosine-3'-d

: 99232-96-9
S-adenosyl-L-homocysteine-3'-d

Conditions

Conditions	Yield
With sodium In ammonia	52%

: 6027-13-0
L-homocysteine

: 82911-69-1
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

: 599-91-7
propyl tosylate

: N-{[(9H-fluoren-9-yl)methoxy]carbonyl}-S-propyl-L-homocysteine

Conditions

Conditions	Yield
Stage #1: L-homocysteine; propyl tosylate With sodium hydroxide In ethanol; water at 40℃; for 1.5h; Inert atmosphere; Stage #2: N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide In tetrahydrofuran; water for 2h;	50.3%

...Expand

: (2S,3S,4R,5R)-2-(chloromethyl)-5-(2,6-diamino-9H-purin-9-yl)tetrahydrofuran-3,4-diol

: 6027-13-0
L-homocysteine

: S-(2-aminoadenosyl)-L-homocysteine

Conditions

Conditions	Yield
With sodium hydroxide at 80℃; for 3h;	47%

: 6027-13-0
L-homocysteine

: 70-18-8
GLUTATHIONE

: γ-glutamylmethionine

Conditions

Conditions	Yield
With equine kidney γ-glutamyl transpeptidase In aq. buffer at 4℃; for 72h; pH=9; Enzymatic reaction;	47%

: 6027-13-0
L-homocysteine

: 51887-88-8
(S)-2-amino-3-chloropropanoic acid hydrochloride

: 2867-15-4
(2S,2'S)-2-amino-4-(2'-amino-2'-carboxyethylsulfanyl)butanoic acid

Conditions

Conditions	Yield
With sodium hydroxide at 20℃; for 24h;	44.4%

: 6027-13-0
L-homocysteine

: 106-95-6
allyl bromide

: 16146-23-9
(2S)-2-amino-4-(prop-2-en-1-ylsulfanyl)butanoic acid

Conditions

Conditions	Yield
With potassium carbonate In acetone at 20℃;	41%

: 67-56-1
methanol

: 6027-13-0
L-homocysteine

: 133613-71-5
(4R,5aS,7aS,7bR)-5,5a,6,7,7a,7b-hexahydro-7b-hydroxy-4-methyl-indeno[1,7-bc]furan-2(4H)-one

: 3β-(N-acetyl-L-homocysteine methyl ester)-2αβ,3-dihydrogaliellalactone

Conditions

Conditions	Yield
Stage #1: L-homocysteine; (4R,5aS,7aS,7bR)-5,5a,6,7,7a,7b-hexahydro-7b-hydroxy-4-methyl-indeno[1,7-bc]furan-2(4H)-one With triethylamine In methanol at 20℃; Stage #2: In tetrahydrofuran at 20℃; for 20h; Stage #3: methanol With thionyl chloride	40%

...Expand

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

Product Name

L-Homocysteine

Synthetic route

L-Homocysteine Specification

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