L-Cystine supplier | CasNO.56-89-3

Name
L-Cystine
EINECS 200-296-3
CAS No. 56-89-3
Article Data312
CAS DataBase
Density 1.571 g/cm³
Solubility 0.112 g/L (25 °C) in water
Melting Point >240 °C (dec.)(lit.)
Formula C₆H₁₂N₂O₄S₂
Boiling Point 468.2 °C at 760 mmHg
Molecular Weight 240.304
Flash Point 237 °C
Transport Information
Appearance White crystalline powder
Safety 26-36-24/25
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms L-Cystine;1-cystine;L-CYSTINE;l-cystin;h-(cys);(H-Cys-OH)2;(R,R)-3,3'-Dithiobis(2-aminopropionicacid);Cystin;[3H]-Cystine;(CYS)2;.β.,.β.'-Diamino-.β.,.β.'-dicarboxydiethyl disulfide;(R,R)-cystine;Nephrin;Dicysteine;L-CYTISINE;查看更多英文别名收起
PSA 177.24000
LogP 0.59220

Synthetic route

: 52-90-4
L-Cysteine

: 56-89-3
L-cystine

Conditions

Conditions	Yield
With 3-bromo-2-(1-hydroxycyclohexyl)[1,2]selenazolo[2,3-a]pyridinium chloride; dihydrogen peroxide In methanol; water at 20℃; for 0.166667h;	100%
With dihydrogen peroxide; sodium iodide In water at 25℃; for 1h; Cooling with ice;	100%
With bis(4-methoxyphenyl)telluride; rose bengal In water; isopropyl alcohol at 0℃; for 0.833333h; Irradiation;	99%

: 52-90-4
L-Cysteine

: 73243-09-1
(R)-2-Amino-3-(4-methoxy-phenylmethanesulfinyl)-propionic acid

: 56-89-3
L-cystine

Conditions

Conditions	Yield
With dimethylsulfide; trifluorormethanesulfonic acid In trifluoroacetic acid at 0℃; for 1h;	100%

: 84888-38-0
(R)-9H-fluorenyl-9-methyl-L-cysteine

: 56-89-3
L-cystine

Conditions

Conditions	Yield
With piperidine In N,N-dimethyl-formamide for 2h;	100%

: 134469-02-6, 51209-75-7
S-nitroso-L-cysteine

A: 56-89-3
L-cystine

B NO: NO

Conditions

Conditions	Yield
With copper(II) ion In water at 25℃; Rate constant; var. conc. of Cu2+;	A 100% B n/a

: 2481-10-9
(R)-S-tert-butylcysteine

: 56-89-3
L-cystine

Conditions

Conditions	Yield
With Methyltrichlorosilane; 1,1'-sulfinylbisbenzene at 4℃; for 0.166667h;	99%

: 52-90-4
L-Cysteine

: 75893-05-9
H-Cys(Acm)(O)-OH

: 56-89-3
L-cystine

Conditions

Conditions	Yield
With dimethylsulfide In trifluoroacetic acid at 0℃; for 1h;	97.9%

Reaxys ID: 11465027: Reaxys ID: 11465027

: 56-89-3
L-cystine

Conditions

Conditions	Yield
With sodium hydroxide In water at 20 - 60℃; for 2h; pH=~ 4.0;	97%
With ammonia In water at 20 - 60℃; for 0.666667 - 2h; pH=~ 3.0;	97%
With ammonia In water at 20 - 80℃; for 2h; pH=~ 2.3 - ~ 3.0;	95%

: 52-90-4
L-Cysteine

: 134861-13-5
N-(benzoylsulfide)benzamide

A: 56-89-3
L-cystine

B: 55-21-0
benzamide

C: D-N-benzoylcysteine

Conditions

Conditions	Yield
In methanol; aq. phosphate buffer at 20℃; pH=7.4;	A 95% B 96% C 80%

...Expand

: 2544-31-2
S-(4-methoxybenzyl)-L-cysteine

: 56-89-3
L-cystine

Conditions

Conditions	Yield
With Methyltrichlorosilane; 1,1'-sulfinylbisbenzene at 4℃; for 0.166667h;	95%
With methoxybenzene; thallium(III) trifluoroacetate In trifluoroacetic acid at 0℃; for 1h;	86.7%
With methoxybenzene; thallium(III) trifluoroacetate In trifluoroacetic acid at 0℃; for 1h; Product distribution; cleavage various S-protecting groups of cystein;	86.7%

: 19647-70-2
S-acetamidomethyl-L-cysteine

: 56-89-3
L-cystine

Conditions

Conditions	Yield
With Methyltrichlorosilane; 1,1'-sulfinylbisbenzene at 4℃; for 0.5h;	93%
With Methyltrichlorosilane; 1,1'-sulfinylbisbenzene at 4℃; for 0.5h; Product distribution; other S-protected cysteines;	93%

: 73243-09-1
(R)-2-Amino-3-(4-methoxy-phenylmethanesulfinyl)-propionic acid

: 59709-71-6
H-Cys(Ad)-OH

: 56-89-3
L-cystine

Conditions

Conditions	Yield
With dimethylsulfide; trifluorormethanesulfonic acid In trifluoroacetic acid at 0℃; for 1h;	92.4%

: 2544-31-2
S-(4-methoxybenzyl)-L-cysteine

: 73243-09-1
(R)-2-Amino-3-(4-methoxy-phenylmethanesulfinyl)-propionic acid

: 56-89-3
L-cystine

Conditions

Conditions	Yield
With dimethylsulfide; trifluorormethanesulfonic acid In trifluoroacetic acid at 0℃; for 1h;	92.2%

: 62982-12-1
S-(diphenyl-4-pyridylmethyl)-L-cysteine

: 56-89-3
L-cystine

Conditions

Conditions	Yield
In hydrogenchloride; acetic acid at 0℃; for 0.75h; electrolysis (mercury cathode, 250 mA);	91%

: 123043-33-4
S-benzyloxymethylcysteine

: 56-89-3
L-cystine

Conditions

Conditions	Yield
With methoxybenzene; thallium(III) trifluoroacetate In trifluoroacetic acid	88.8%
With methoxybenzene; thallium(III) trifluoroacetate In trifluoroacetic acid Product distribution; other reagent;	88.8%

: 125700-47-2
S-Trimethylacetamidomethyl-L-cysteine (H-Cys(Tacm)OH)

: 56-89-3
L-cystine

Conditions

Conditions	Yield
With Methyltrichlorosilane; 1,1'-sulfinylbisbenzene at 4℃; for 0.5h;	88%
With iodine In acetic acid at 25℃; for 1h;	83%
With iodine In acetic acid at 25℃; for 1h; stability of protecting group under various conditions, various reagents, other substrates;	83%

: 59709-71-6
H-Cys(Ad)-OH

: 75893-05-9
H-Cys(Acm)(O)-OH

: 56-89-3
L-cystine

Conditions

Conditions	Yield
With dimethylsulfide; trimethylsilyl trifluoromethanesulfonate In trifluoroacetic acid at 0℃; for 1h;	86.3%

: 2544-31-2
S-(4-methoxybenzyl)-L-cysteine

: 75893-05-9
H-Cys(Acm)(O)-OH

: 56-89-3
L-cystine

Conditions

Conditions	Yield
With dimethylsulfide In trifluoroacetic acid at 25℃; for 1h;	85.3%

: 19746-37-3
N-t-butoxycarbonyl-S-acetamidomethyl-L-cysteine

A: 56-89-3
L-cystine

B: 19647-70-2
S-acetamidomethyl-L-cysteine

Conditions

Conditions	Yield
With Methyltrichlorosilane; 1,1'-sulfinylbisbenzene; trifluoroacetic acid at 4℃; for 0.166667h; Product distribution; Mechanism; var. reaction times, silyl chlorides and sulfoxides; other S-protected cystine-peptides;	A 79% B 15%

: 57357-62-7
S-Benzamidomethyl-L-cystein

: 56-89-3
L-cystine

Conditions

Conditions	Yield
With Methyltrichlorosilane; 1,1'-sulfinylbisbenzene at 4℃; for 0.5h;	76%

: 42294-52-0
S-<(4-methylphenyl)methyl>-L-cysteine

: 56-89-3
L-cystine

Conditions

Conditions	Yield
With Methyltrichlorosilane; 1,1'-sulfinylbisbenzene at 4℃; for 0.166667h;	49%
With dimethyl sulfoxide; methoxybenzene; trifluoroacetic acid Ambient temperature;

: 1078691-95-8
(+)-D-glucosamine hydrochloride

A: 56-89-3
L-cystine

B: 17460-13-8
2-(D-arabino-1',2',3',4'-tetrahydroxybutyl)-5-(D-erythro-2",3",4"-trihydroxybutyl)piperazine

Conditions

Conditions	Yield
With pyridine; l-cysteine hydrochloride In methanol; water for 32h; Heating;	A n/a B 45%

: 75893-04-8
Boc-Cys(Acm)(O)-OH

: 108-95-2
phenol

A: 56-89-3
L-cystine

B: 73243-10-4
S-(4-hydroxyphenyl)-L-cysteine

Conditions

Conditions	Yield
With hydrogenchloride at 110℃; for 24h;	A 16% B 41%

...Expand

: 75893-05-9
H-Cys(Acm)(O)-OH

A: 52-90-4
L-Cysteine

B: 498-40-8
L-Cysteic acid

C: 56-89-3
L-cystine

D: 19647-70-2
S-acetamidomethyl-L-cysteine

Conditions

Conditions	Yield
With ammonia; sodium for 0.00277778h; Product distribution;	A n/a B 19% C 10% D 21%

...Expand

: 52-90-4
L-Cysteine

: (R)-3-(Adamantane-1-sulfinyl)-2-amino-propionic acid

: 56-89-3
L-cystine

Conditions

Conditions	Yield
With dimethylsulfide; trifluorormethanesulfonic acid In trifluoroacetic acid at 0℃; for 1h;	20.8%

: 2544-31-2
S-(4-methoxybenzyl)-L-cysteine

: (R)-3-(Adamantane-1-sulfinyl)-2-amino-propionic acid

: 56-89-3
L-cystine

Conditions

Conditions	Yield
With dimethylsulfide; trifluorormethanesulfonic acid In trifluoroacetic acid at 0℃; for 1h;	15.5%

: 59709-71-6
H-Cys(Ad)-OH

: (R)-3-(Adamantane-1-sulfinyl)-2-amino-propionic acid

: 56-89-3
L-cystine

Conditions

Conditions	Yield
With dimethylsulfide; trifluorormethanesulfonic acid In trifluoroacetic acid at 0℃; for 1h;	10.5%

: 56-45-1
L-serin

: 56-89-3
L-cystine

Conditions

Conditions	Yield
im Organismus der Ratte;

: 56-89-3
L-cystine

: 79-22-1
methyl chloroformate

: 78589-87-4
(R,R)-N,N'-dimethoxycarbonyl-3,3'-dithiobis(2-aminopropionic acid)

Conditions

Conditions	Yield
With sodium hydroxide; sodium carbonate at 20℃; for 2h; pH=8 - 9;	100%
With sodium carbonate In tetrahydrofuran; water at 20℃; for 16h;	65%

: 56-89-3
L-cystine

: 24424-99-5
di-tert-butyl dicarbonate

: 10389-65-8
di-t-butoxycarbonyl-L-cystine

Conditions

Conditions	Yield
With sodium carbonate In 1,4-dioxane; water at 20℃;	100%
With triethylamine In water Cooling with ice;	96%
With triethylamine In water at 20℃; for 2h;	95%

: 56-89-3
L-cystine

: 104-15-4
toluene-4-sulfonic acid

: 107-18-6
allyl alcohol

: L-cystine-bis-allyl ester bis-(toluene-4-sulfonate)

Conditions

Conditions	Yield
In benzene at 90℃; for 16h;	100%
In benzene for 12h; Esterification; Heating;	95%

...Expand

: 67-56-1
methanol

: 56-89-3
L-cystine

: 32854-09-4
L-cystine dimethyl ester dihydrochloride

Conditions

Conditions	Yield
With chloro-trimethyl-silane	100%
With thionyl chloride at 25℃; for 24h; Schlenk technique; Inert atmosphere;	99%
With thionyl chloride for 20h; Reflux;	98%

: 56-89-3
L-cystine

: 501-53-1
benzyl chloroformate

: 6968-11-2
N,N'-bis(benzyloxycarbonyl)-L-cystine

Conditions

Conditions	Yield
With sodium hydrogencarbonate In water at 20℃;	99%
Stage #1: L-cystine; benzyl chloroformate With sodium hydroxide In tetrahydrofuran; water at 20℃; for 3.25h; pH=10; Cooling with ice; Inert atmosphere; Stage #2: With hydrogenchloride In water pH=2; Inert atmosphere;	98%
With sodium hydroxide at 0℃; for 4h;	72%

: 56-89-3
L-cystine

: 52-90-4
L-Cysteine

Conditions

Conditions	Yield
With ethandithiol at 40℃; for 5h; pH=7.5 adjusted with 5 percent NH4OH;	98.5%
With ammonia; sodium Reduction;	90%
With hydrogenchloride; tin man verduennt die Loesung, befreit sie mit H2S vom Zinn, verdunstet zur Trockne, loest den Rueckstand in Alkohol und faellt vorsichtig mit Ammoniak;

: 67-56-1
methanol

: 56-89-3
L-cystine

: 1069-29-0
L-cystine dimethyl ester

Conditions

Conditions	Yield
With thionyl chloride for 12.5h; Cooling with ice;	98%
With hydrogenchloride man zersetzt das Hydrochlorid mit Natriummethylat;
With thionyl chloride
With thionyl chloride at 0℃; for 12h; Inert atmosphere; Reflux;
With thionyl chloride at 0℃; for 12h; Reflux;	12.4 g

: 56-89-3
L-cystine

: 541-41-3
chloroformic acid ethyl ester

: 19887-39-9
(R,R)-N,N'-diethoxycarbonyl-3,3'-dithiobis(2-aminopropionic acid)

Conditions

Conditions	Yield
With sodium hydroxide; sodium carbonate at 20℃; for 1.5h; pH=8 - 9;	98%
With sodium hydroxide	98%

: 56-89-3
L-cystine

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

: 135273-01-7
N,N'-bis[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cystine

Conditions

Conditions	Yield
With sodium carbonate In 1,4-dioxane; water at 10 - 20℃; for 2h;	98%
Stage #1: L-cystine With sodium hydroxide In tetrahydrofuran; water pH=10; Stage #2: (fluorenylmethoxy)carbonyl chloride In tetrahydrofuran; water at 0℃; for 3h; pH=10;

: 56-89-3
L-cystine

: nickel(II)

: Ni(L-cystinate) * H2O

Conditions

Conditions	Yield
With sodium hydroxide In perchloric acid mixing stoich. amts. of metal (in H2O) and ligand (in 0.2 M HClO4), pH adjustment to 7-8 with NaOH (boiling, pptn.); filtration, washing (H2O, EtOH, ether); elem. anal.;	97.7%

: 56-89-3
L-cystine

: zinc(II) cation

: Zn(L-cystinate) * H2O

Conditions

Conditions	Yield
With sodium hydroxide In perchloric acid mixing stoich. amts. of metal (in H2O) and ligand (in 0.2 M HClO4), pH adjustment to 7-8 with NaOH (room temp., pptn.); filtration, washing (H2O, EtOH, ether); elem. anal.;	96%

: 56-89-3
L-cystine

: copper(II) ion

: Cu(L-cystinate) * 1/2 H2O

Conditions

Conditions	Yield
With sodium hydroxide In perchloric acid mixing stoich. amts. of metal (in H2O) and ligand (in 0.2 M HClO4), pH adjustment to 7-8 with NaOH (room temp., pptn.); filtration, washing (H2O, EtOH, ether); elem. anal.;	95.2%

: 56-89-3
L-cystine

: 96452-48-1
benzyl pyridin-2-yl carbonate

: 6968-11-2
N,N'-bis(benzyloxycarbonyl)-L-cystine

Conditions

Conditions	Yield
With triethylamine In water; N,N-dimethyl-formamide for 1h; Ambient temperature;	95%

: 56-89-3
L-cystine

: 2937-50-0
Allyl chloroformate

: 80349-71-9
N,N-Bis-allyloxycarbonyl-L-cystine

Conditions

Conditions	Yield
With potassium hydroxide; water; sodium carbonate at 20℃; for 48h; Acylation;	95%

: 56-89-3
L-cystine

: lead(2+) cation

: Pb(L-cystinate)

Conditions

Conditions	Yield
With sodium hydroxide In perchloric acid mixing stoich. amts. of metal (in H2O) and ligand (in 0.2 M HClO4), pH adjustment to 7-8 with NaOH (room temp., pptn.); filtration, washing (H2O, EtOH, ether); elem. anal.;	95%
With NaHCO3 In water treatment of aq. soln. of L-cystine with NaHCO3 soln., heating with Pb(II) salts at 50-60°C in water bath for about 1/2 h; cooling, crystn. at room temp., filtration, washing with cold H2O, drying over silica gel in a desiccator; elem. anal.;

: 56-89-3
L-cystine

A: 52-90-4
L-Cysteine

B: 498-40-8
L-Cysteic acid

Conditions

Conditions	Yield
With hydrogenchloride; sulfuric acid; hydrogen bromide In water at 45℃; electrolysis (graphite sheets, i = 0.5 A/cm2);	A 94% B n/a
With hydrogenchloride; sulfuric acid; hydrogen bromide In water at 45℃; Product distribution; Mechanism; paired electrosynthesis (graphite sheets, i = 0.5 A/cm2);	A n/a B 94%
With hydrogenchloride at 40℃; Electrolysis;

: 56-89-3
L-cystine

: copper(II) ion

: Cu(L-cystinate) * H2O

Conditions

Conditions	Yield
With sodium hydroxide In perchloric acid mixing stoich. amts. of metal (in H2O) and ligand (in 0.2 M HClO4), pH adjustment to 7-8 with NaOH (boiling, pptn.); filtration, washing (H2O, EtOH, ether); elem. anal.;	94%

: 56-89-3
L-cystine

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

: 135273-01-7
N,N'-bis[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cystine

Conditions

Conditions	Yield
With sodium carbonate In water; acetone at 50℃;	94%
With sodium carbonate In tetrahydrofuran; water at 20℃; Cooling with ice;

L-Cystine Specification

1. Introduction of L-Cystine

L-Cystine, with the IUPAC Name of (2R)-2-amino-3-[(2R)-2-amino-3-hydroxy-3-oxopropyl]disulfanylpropanoic acid, is one kind of white crystalline powder. Stability: For being stable in the normal condition, it is incompatible with strong oxidizing agents, and this chemical belongs to the Product Categories which include Food and Feed Additive; Amino Acids; Amino Acid Derivatives; Cysteine [Cys, C]; Nutritional Supplements; L-Amino Acids; Amino Acids.

2. Properties of L-Cystine

L-Cystine has the following property datas: (1)Melting Point: >240 °C (dec.)(lit.); (2)Surface Tension: 88.2 dyne/cm ; (3)Density: 1.571 g/cm3 ; (4)Flash Point: 237 °C ; (5)Enthalpy of Vaporization: 80.02 kJ/mol ; (6)Boiling Point: 468.2 °C at 760 mmHg ; (7)Vapour Pressure: 4.62E-10 mmHg at 25°C ; (8)Water Solubility: 0.112 g/L (25 °C).

3. Structure Descriptors of L-Cystine

You could convert the following datas into the molecular structure:
InChI: InChI=1S/C6H12N2O4S2/c7-3(5(9)10)1-13-14-2-4(8)6(11)12/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12)/t3-,4-/m0/s1
InChIKey: InChIKey=LEVWYRKDKASIDU-IMJSIDKUSA-N
Smiles: C([C@@H](C(O)=O)N)SSC[C@@H](C(O)=O)N

4. Toxicity of L-Cystine

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	> 961mg/kg (961mg/kg)		Yakugaku Zasshi. Journal of Pharmacy. Vol. 94, Pg. 1419, 1974.
rat	LDLo	oral	25gm/kg (25000mg/kg)		Oyo Yakuri. Pharmacometrics. Vol. 15, Pg. 199, 1978.

5. Safety Information of L-Cystine

Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-24/25
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S24/25:Avoid contact with skin and eyes.
RIDADR: 2811
WGK Germany: 3
RTECS: HA2690000
Hazard Note: Irritant
PackingGroup: III
HS Code: 29309014

6. Use of L-Cystine

Cystine (CAS NO.56-89-3) can be mainly used for various disease alopecia. Also it can be used for dysentery, typhoid, influenza and other acute infectious diseases, asthma, neuralgia, eczema and various diseases, such as poisoning, and protein structure to maintain the role. It is also used as a food flavoring agent.

Product Name

L-Cystine

Synthetic route

L-Cystine Specification

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