DELTA-(L-ALPHA-AMINOADIPYL)-CYS-D-VAL

Base Information

• Chemical Name: DELTA-(L-ALPHA-AMINOADIPYL)-CYS-D-VAL
• CAS No.: 32467-88-2
• Molecular Formula: C₁₄H₂₅N₃O₆S
• Molecular Weight: 363.435
• Mol file: 32467-88-2.mol

Synonyms:AADCV;Acv tripeptide;D-Valine,N-((5S)-5-amino-5-carboxy-1-oxopentyl)-L-cysteinyl;l-d-(a-aminoadipoyl)-l-cysteinyl-d-valine;5-(2-Aminoad)-cys-val;

Chemical Property of DELTA-(L-ALPHA-AMINOADIPYL)-CYS-D-VAL

Chemical Property:

• Vapor Pressure: 1.47E-22mmHg at 25°C
• Boiling Point: 718.1°Cat760mmHg
• PKA: 2.49±0.24(Predicted)
• Flash Point: 388.1°C
• PSA: 204.60000
• Density: 1.298g/cm³
• LogP: 1.58950
• Storage Temp.: −20°C

Purity/Quality:

98%Min ^*data from raw suppliers

ACV trifluoroacetate salt H-Aad (Cys-D-Val-OH)-OH trifluoroacetate salt ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of DELTA-(L-ALPHA-AMINOADIPYL)-CYS-D-VAL

There total 19 articles about DELTA-(L-ALPHA-AMINOADIPYL)-CYS-D-VAL 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: 75.0%

N-benzyloxycarbonyl-1-(p-nitrobenzyl)-δ-(L-α-aminoadipyl)-S-benzyl-L-cysteinyl-D-valine, benzhydryl ester (87141-27-3) → (S)-2-Amino-5-[(R)-2-[(R)-2-(5-amino-5-carboxy-pentanoylamino)-2-((R)-1-carboxy-2-methyl-propylcarbamoyl)-ethyldisulfanyl]-1-((R)-1-carboxy-2-methyl-propylcarbamoyl)-ethylcarbamoyl]-pentanoic acid (69644-78-6,94131-56-3) + (L-α-amino-δ-adipyl)-L-cysteinyl-D-valine (21566-74-5,93133-50-7,141116-68-9,32467-88-2)

Guidance literature:

With ammonia; sodium;

DOI:10.1039/P19830000941

Reference yield:

L-valine (72-18-4,25609-85-2,7004-03-7,921-10-8) + L-α-aminoadipyl-L-cysteine → (L-α-amino-δ-adipyl)-L-cysteinyl-D-valine (21566-74-5,93133-50-7,141116-68-9,32467-88-2)

Guidance literature:

With 3-(N-morpholino)propanesulfonic acid; potassium hydroxide; ATP; magnesium chloride; Cycloheximide; diothiothreitol; at 25 ℃; ACV synthetase;

DOI:10.1021/ja00243a068

Reference yield:

L-valine (72-18-4,25609-85-2,7004-03-7,921-10-8) + L-Cysteine (52-90-4) + L-homoglutamic acid (1118-90-7) → (L-α-amino-δ-adipyl)-L-cysteinyl-D-valine (21566-74-5,93133-50-7,141116-68-9,32467-88-2)

Guidance literature:

With 3-(N-morpholino)propanesulfonic acid; potassium hydroxide; ATP; magnesium chloride; Cycloheximide; diothiothreitol; at 25 ℃; ACV synthetase;

DOI:10.1021/ja00243a068

upstream raw materials:

L-valine

L-Cysteine

L-homoglutamic acid

α-²H-(S)-valine

Downstream raw materials:

isopenicillin N

bis[Aad(-Cys-D-Val)]

Refernces

• 1、 Banko, Gerald,Demain, Arnold L.,Wolfe, Saul. "δ-(L-α-Aminoadipyl)-L-cysteinyl-D-valine Synthetase (ACV Synthetase): A Multifunctional Enzyme with Broad Substrate Specificity for the Synthesis of Penicillin and Cephalosporin Precursors". . p. 2858 - 2860. Retrieved 2007/10/02.
• 2、 Thomson, Gordon A.,Scott, A. Ian,Baxter, Robert L.. "Synthesis of δ-(L-α-Aminoadipyl)-L-cysteinyl-D-valine and δ-(L-α-Aminoadipyl)-L-cysteinyl-D-valylglycine". . p. 941 - 944. Retrieved 2007/10/02.