Einecs 213-595-9

Base Information

• Chemical Name: Einecs 213-595-9
• CAS No.: 992-67-6
• Molecular Formula: C₂₅H₄₀N₇O₁₇P₃S
• Molecular Weight: 835.617
• European Community (EC) Number: 213-595-9
• Wikidata: Q27458903
• Mol file: 992-67-6.mol

Synonyms:coenzyme A, crotonyl-;crotonyl-CoA;crotonyl-coenzyme A

Chemical Property of Einecs 213-595-9

Chemical Property:

• Density: 1.82g/cm³
• XLogP3: -4.8
• Hydrogen Bond Donor Count: 9
• Hydrogen Bond Acceptor Count: 22
• Rotatable Bond Count: 21
• Exact Mass: 835.14142500
• Heavy Atom Count: 53
• Complexity: 1460

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=CC(=O)SCCNC(=O)CCNC(=O)C(C(C)(C)COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)N2C=NC3=C(N=CN=C32)N)O)OP(=O)(O)O)O
• Isomeric SMILES: CC=CC(=O)SCCNC(=O)CCNC(=O)C(C(C)(C)COP(=O)(O)OP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=NC3=C(N=CN=C32)N)O)OP(=O)(O)O)O

Technology Process of Einecs 213-595-9

There total 8 articles about Einecs 213-595-9 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:

(R)-S-(2-(3-(2,4-dihydroxy-3,3-dimethylbutanamido)propanamido)ethyl) (E)-but-2-enethioate + ATP (56-65-5,896506-78-8) → Butenoyl-Coenzyme A (992-67-6,6244-90-2,38795-21-0)

Guidance literature:

With CoaA, CoaD and CoaE enzymes were amplified from a colony of E_. coli BL₂₁(DE₃); In dimethyl sulfoxide; at 30 ℃; for 3h; pH=6.5 - 7.5; Enzymatic reaction;

DOI:10.1021/acs.orglett.5b02113

Reference yield:

(2R)-4-hydroxy[2-2H1]butyryl-CoA (1035845-75-0) → (4-hydroxybutyryl)-coferment A + Butenoyl-Coenzyme A (992-67-6,6244-90-2,38795-21-0)

Guidance literature:

With sodium hydroxide; 4-hydroxybutyryl-CoA dehydratase; at 37 ℃; for 0.333333h;

DOI:10.1002/anie.200705473

Reference yield:

3-{[(4R)-2,2,5,5-tetramethyl-1,3-dioxan-4-yl]carbonylamino}propionic acid (167308-62-5) → Butenoyl-Coenzyme A (992-67-6,6244-90-2,38795-21-0)

Guidance literature:

Multi-step reaction with 3 steps

1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h

2: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 18 h

3: CoaA, CoaD and CoaE enzymes were amplified from a colony of E_. coli BL₂₁(DE₃) / dimethyl sulfoxide / 3 h / 30 °C / pH 6.5 - 7.5 / Enzymatic reaction

With CoaA, CoaD and CoaE enzymes were amplified from a colony of E_. coli BL₂₁(DE₃); benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; dimethyl sulfoxide;

DOI:10.1021/acs.orglett.5b02113

upstream raw materials:

trans-crotonic anhydride

coenzyme A

S-phenyl (E)-but-2-enethioate

(2R)-4-hydroxy[2-2H₁]butyryl-CoA

Refernces

• 1、 Blaisse, Michael R.,Dong, Hongjun,Fu, Beverly,Chang, Michelle C. Y.. "Discovery and Engineering of Pathways for Production of α-Branched Organic Acids". supporting information. p. 14526 - 14532. Retrieved 2017/10/24.
• 2、 Go, Maybelle Kho,Chow, Jeng Yeong,Cheung, Vivian Wing Ngar,Lim, Yan Ping,Yew, Wen Shan. "Establishing a toolkit for precursor-directed polyketide biosynthesis: Exploring substrate promiscuities of acid-CoA ligases". experimental part. p. 4568 - 4579. Retrieved 2012/08/28.