PheLysAlaAcm

Base Information

• Chemical Name: PheLysAlaAcm
• CAS No.: 1333389-26-6
• Molecular Formula: C₂₈H₃₅N₅O₅
• Molecular Weight: 521.616
• Mol file: 1333389-26-6.mol

Synonyms:PheLysAlaAcm

Chemical Property of PheLysAlaAcm

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of PheLysAlaAcm

There total 11 articles about PheLysAlaAcm 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: 92.7%

(S)-(2R,3R,4R,5R)-2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-3-yl 2-amino-3-phenylpropanoate (5956-81-0) + Lys-Ala-AMC (94149-28-7) → PheLysAlaAcm (1333389-26-6)

Guidance literature:

With Escherichia coli aminoacyl tRNA transferase; Enzymatic reaction;

DOI:10.1021/ja2055098

Reference yield:

Lys-Ala-AMC (94149-28-7) + (S)-(2R,3R,5R)-2-(6-amino-9H-purin-9-yl)-3-hydroxy-5-(hydroxymethyl)tetrahydrofuran-4-yl 2-amino-3-phenylpropanoate → PheLysAlaAcm (1333389-26-6)

Guidance literature:

With potassium chloride; magnesium chloride; N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid; at 37 ℃; for 4h; pH=8.0; Reagent/catalyst; Solvent; Enzymatic reaction;

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → PheLysAlaAcm (1333389-26-6)

Guidance literature:

Multi-step reaction with 4 steps

1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 20 °C

2: tetrabutylammonium acetate / tetrahydrofuran / 20 °C / Molecular sieve; Inert atmosphere

3: chlorotriisopropylsilane; trifluoroacetic acid / tetrahydrofuran / 12 h

4: Escherichia coli aminoacyl tRNA transferase / Enzymatic reaction

With chlorotriisopropylsilane; tetrabutylammonium acetate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran;

DOI:10.1021/ja2055098

upstream raw materials:

(S)-(2R,3R,4R,5R)-2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-3-yl 2-amino-3-phenylpropanoate

Lys-Ala-AMC

(S)-(2R,3R,4R,5R)-2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-3-yl 2-azido-3-phenylpropanoate

(S)-(2R,3R,4R,5R)-2-(6-amino-9H-purin-9-yl)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-3-yl 2-azido-3-phenylpropanoate

Refernces

• 1、 Tanaka, Tomohiro,Wagner, Anne M.,Warner, John B.,Wang, Yanxin J.,Petersson, E. James. "Expressed protein ligation at methionine: N-terminal attachment of homocysteine, ligation, and masking". supporting information. p. 6210 - 6213. Retrieved 2013/07/19.