L-Cysteic acid

Base Information

• Chemical Name: L-Cysteic acid
• CAS No.: 498-40-8
• Molecular Formula: C3H7NO5S
• Molecular Weight: 169.158
• Hs Code.: 2930909899
• European Community (EC) Number: 207-861-3
• UNII: M6W2DJ6N5K
• DSSTox Substance ID: DTXSID7075424
• Nikkaji Number: J13.090G
• Metabolomics Workbench ID: 49870
• Mol file: 498-40-8.mol

Synonyms:L-Cysteic acid;498-40-8;Cysteinesulfonic acid;Cysteic acid, L-;(R)-2-Amino-3-sulfopropanoic acid;Cysteric acid;L-Alanine, 3-sulfo-;(2R)-2-amino-3-sulfopropanoic acid;3-sulfo-L-alanine;Alanine, 3-sulfo-, L-;Cysteic acid (VAN);Cysteinic acid;Cepteic acid;Cipteic acid;sulfo-D-alanine;C3H7NO5S;2-Amino-3-sulfopropionic acid;UNII-M6W2DJ6N5K;M6W2DJ6N5K;L-Cysteate;alpha-amino-beta-sulfopropionic acid;EINECS 207-861-3;NSC 254030;(2R)-2-amino-3-sulfo-propanoic acid;(R)-cysteate;Cysteinesulfonate;H-Cys(O)2-OH.H2O;MFCD00149544;C3-H7-N-O5-S;NSC-254030;MFCD00007524;bmse000380;CYSTEIC ACID [INCI];SCHEMBL44031;L-CYSTEIC ACID [MI];CYSTEIC ACID, (+)-;DTXSID7075424;L-Alanine, 3-sulfo- (9CI);CHEBI:17285;Alanine, 3-sulfo-, L- (8CI);AKOS006281833;AKOS015854116;(2R)-2-amino-3-sulfo-propionic acid;DB03661;(2R)-2-azanyl-3-sulfo-propanoic acid;DS-12037;OCS;CS-0083859;C00506;D81957;EN300-302681;Q29743881

Chemical Property of L-Cysteic acid

Chemical Property:

• Melting Point: 260℃ (dec.)
• Refractive Index: 8 ° (C=5, H2O)
• PKA: 1.3(at 25℃)
• PSA: 126.07000
• Density: 1.775g/cm³
• LogP: 0.06720
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: Methanol (Slightly), Water (Slightly)
• Water Solubility.: almost transparency
• XLogP3: -4.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 169.00449350
• Heavy Atom Count: 10
• Complexity: 214

Purity/Quality:

99% ^*data from raw suppliers

L-Cysteic Acid ^*data from reagent suppliers

Safty Information:

• Statements: 36/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(C(=O)O)N)S(=O)(=O)O
• Isomeric SMILES: C([C@@H](C(=O)O)N)S(=O)(=O)O
• Recent ClinicalTrials: Efficacy and Safety Study of Mepolizumab in Subjects With Severe Hypereosinophilic Syndrome (HES)
• Uses: L-Cysteic Acid is a major metabolite of non-essential amino acid L-Cysteine.

Technology Process of L-Cysteic acid

There total 38 articles about L-Cysteic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

2(S)-2-[(benzyloxycarbonyl)amino]-3-(neopentyloxysulfonyl)propanoic acid (220951-71-3) → L-Cysteic acid (498-40-8,3024-83-7)

Guidance literature:

With hydrogen fluoride; 3-methyl-phenol; at 0 - 20 ℃; for 1h;

DOI:10.1021/jo9812680

Reference yield: 94.0%

L-Cysteine (52-90-4) → L-Cysteic acid (498-40-8,3024-83-7)

Guidance literature:

With dihydrogen peroxide; trichlorophosphate; In water; at 80 ℃; for 0.5h; Micellar solution;

DOI:10.1055/s-0031-1289628

Reference yield: 94.0%

L-cystine (56-89-3) → L-Cysteine (52-90-4) + L-Cysteic acid (498-40-8,3024-83-7)

Guidance literature:

With hydrogenchloride; sulfuric acid; hydrogen bromide; In water; at 45 ℃; electrolysis (graphite sheets, i = 0.5 A/cm²);

DOI:10.1016/S0040-4020(01)87076-9

upstream raw materials:

(R)-2-amino-3-sulfo-propionic acid amide

L-cystine

L-Cysteine

H-Cys(Acm)(O)-OH

Downstream raw materials:

L-glutamic acid

sulfo-pyruvic acid

N^α-(2,4-dinitrophenyl)cysteic acid

cysteic acid

Refernces

• 1、 Bahrami, Kiumars,Khodaei, Mohammad M.,Abbasi, Jamshid. "Synthesis of sulfonyl chlorides and sulfonic acids in SDS micelles". experimental part. p. 316 - 322. Retrieved 2012/03/26.
• 2、 Wang, Cheng,Henkes, Leonhard M.,Doughty, Leah B.,He, Min,Wang, Difei,Meyer-Almes, Franz-Josef,Cheng, Yi-Qiang. "Thailandepsins: Bacterial products with potent histone deacetylase inhibitory activities and broad-spectrum antiproliferative activities". supporting information; experimental part. p. 2031 - 2038. Retrieved 2011/12/15.