(S)-S-(2-Amino-2-carboxyethyl)-D-homocysteine

Base Information

• Chemical Name: (S)-S-(2-Amino-2-carboxyethyl)-D-homocysteine
• CAS No.: 30651-43-5
• Molecular Formula: C7H14 N2 O4 S
• Molecular Weight: 222.265
• Hs Code.: 2930909090
• European Community (EC) Number: 250-272-1
• DSSTox Substance ID: DTXSID801317012
• Nikkaji Number: J287.371K
• Mol file: 30651-43-5.mol

Synonyms:(S)-S-(2-Amino-2-carboxyethyl)-D-homocysteine;30651-43-5;D-Cystathionine;(2R)-2-amino-4-[(2S)-2-amino-2-carboxyethyl]sulfanylbutanoic acid;EINECS 250-272-1;ILRYLPWNYFXEMH-RFZPGFLSSA-N;DTXSID801317012;(R)-2-Amino-4-(((S)-2-amino-2-carboxyethyl)thio)butanoic acid

Chemical Property of (S)-S-(2-Amino-2-carboxyethyl)-D-homocysteine

Chemical Property:

• Boiling Point: 481°Cat760mmHg
• PKA: 2.08±0.10(Predicted)
• Flash Point: 244.7°C
• PSA: 151.94000
• Density: 1.43g/cm³
• LogP: 0.33410
• XLogP3: -6
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 7
• Exact Mass: 222.06742811
• Heavy Atom Count: 14
• Complexity: 212

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CSCC(C(=O)O)N)C(C(=O)O)N
• Isomeric SMILES: C(CSC[C@H](C(=O)O)N)[C@H](C(=O)O)N
• General Description: (S)-S-(2-amino-2-carboxyethyl)-D-homocysteine, also known as D-cystathionine or (-)-cystathionine, is one of the four stereoisomers of cystathionine synthesized from D-homocysteine (D-Hcy) and (S)-2-amino-3-chloropropanoic acid hydrochloride under alkaline conditions. (S)-S-(2-amino-2-carboxyethyl)-D-homocysteine is part of a study where optically active homocysteine derivatives were prepared from methionine and further used to generate all possible stereoisomers of cystathionine, highlighting its role as a key intermediate in biochemical and synthetic applications.

Technology Process of (S)-S-(2-Amino-2-carboxyethyl)-D-homocysteine

There total 9 articles about (S)-S-(2-Amino-2-carboxyethyl)-D-homocysteine 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: 35.2%

D-homocysteine (454-28-4,454-29-5,6027-13-0,6027-14-1) + (S)-2-amino-3-chloropropanoic acid hydrochloride (51887-88-8,3157-46-8) → (2R,2'S)-2-amino-4-(2'-amino-2'-carboxyethylsulfanyl)butanoic acid (30651-43-5)

Guidance literature:

With sodium hydroxide; at 20 ℃; for 24h;

DOI:10.1248/cpb.50.1081

Reference yield:

→ (2R,2'S)-2-amino-4-(2'-amino-2'-carboxyethylsulfanyl)butanoic acid (30651-43-5)

Guidance literature:

With potassium hydroxide; at 60 ℃;

Reference yield:

N,N'-dibenzoyl-D-cystathionine (94862-55-2) → (2R,2'S)-2-amino-4-(2'-amino-2'-carboxyethylsulfanyl)butanoic acid (30651-43-5)

Guidance literature:

With hydrogenchloride; acetic acid;

DOI:10.1039/jr9600002847

upstream raw materials:

S-benzyl-L-homocysteine

(2-acetylamino-2,2-bis-ethoxycarbonyl-ethyl)-trimethyl-ammonium; iodide

N,N'-dibenzoyl-D-cystathionine

D-homocysteine

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