D-Cysteic acid

Base Information

• Chemical Name: D-Cysteic acid
• CAS No.: 35554-98-4
• Molecular Formula: C3H7NO5S
• Molecular Weight: 169.158
• Hs Code.: 2922499990
• UNII: YWB11Z1XEI
• DSSTox Substance ID: DTXSID80189044
• Nikkaji Number: J870.415E
• Wikidata: Q27294747
• Mol file: 35554-98-4.mol

Synonyms:D-Cysteic acid;35554-98-4;D-Alanine, 3-sulfo-;Cysteic acid, D-;(2S)-2-amino-3-sulfopropanoic acid;UNII-YWB11Z1XEI;YWB11Z1XEI;(S)-2-Amino-3-sulfopropanoic acid;sulfo-L-alanine;3-sulfo-D-alanine;CysteinsA currencyure;D-Cysteine sulfinic acid;SCHEMBL180559;DTXSID80189044;(S)-2-Amino-3-sulfopropanoicacid;AKOS025116648;Q27294747

Chemical Property of D-Cysteic acid

Chemical Property:

• PKA: 0.68±0.50(Predicted)
• PSA: 126.07000
• Density: 1.775±0.06 g/cm3(Predicted)
• LogP: 0.06720
• 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:

99.90% ^*data from raw suppliers

D-CysteicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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
• Uses: D-Cysteic Acid strongly inhibits L-aspartate self-exchange compared with L-alanine self-exchange regarding the substrate specificity of the aspartate:alanine antiporter (AspT) of Tetragenococcus halophilus in reconstituted liposomes.

Technology Process of D-Cysteic acid

There total 7 articles about D-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: 97.1%

D-cysteine (921-01-7) → D-Cysteic acid (35554-98-4,3024-83-7)

Guidance literature:

With sulfuric acid; dihydrogen peroxide; In methanol; water; at 25 ℃; for 18h;

DOI:10.1002/anie.202106603

Reference yield:

grassypeptolide A (1010433-25-6) → (R)-2-aminobutyric acid (2623-91-8) + D-allo-threonine (24830-94-2,134357-96-3,7013-32-3,82822-12-6) + N-methyl-L-valine (2480-23-1) + N-methyl-D-aspartate (6384-92-5) + L-Cysteic acid (498-40-8,3024-83-7) + D-Cysteic acid (35554-98-4,3024-83-7) + N-methyl-L-aspartic acid (4226-18-0) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7)

Guidance literature:

grassypeptolide A; With ozone; at 20 ℃; for 0.5h;

oxidative conditions;

DOI:10.1021/jo1013564

Reference yield:

grassypeptolide C (1256936-18-1) → (R)-2-aminobutyric acid (2623-91-8) + D-allo-threonine (24830-94-2,134357-96-3,7013-32-3,82822-12-6) + N-methyl-L-valine (2480-23-1) + N-methyl-D-aspartate (6384-92-5) + L-Cysteic acid (498-40-8,3024-83-7) + D-Cysteic acid (35554-98-4,3024-83-7) + N-methyl-L-aspartic acid (4226-18-0) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7)

Guidance literature:

grassypeptolide C; With ozone; at 20 ℃; for 0.5h;

oxidative conditions;

DOI:10.1021/jo1013564

upstream raw materials:

S,S-cystine

D-cysteine

grassypeptolide A

grassypeptolide C

Downstream raw materials:

C₁₅H₂₁N₅O₁₀S

Refernces

• 1、 De La Cruz, Mercedes,Genilloud, Olga,González, Ignacio,Martín, Jesús,Oves-Costales, Daniel,Pérez-Bonilla, Mercedes,Reyes, Fernando,Vicente, Francisca. "Krisynomycins, Imipenem Potentiators against Methicillin-Resistant Staphylococcus aureus, Produced by Streptomyces canus". . p. 2597 - 2606. Retrieved 2020/10/12.
• 2、 Kwan, Jason C.,Ratnayake, Ranjala,Abboud, Khalil A.,Paul, Valerie J.,Luesch, Hendrik. "Grassypeptolides A-C, cytotoxic bis-thiazoline containing marine cyclodepsipeptides". experimental part. p. 8012 - 8023. Retrieved 2011/03/20.