H-Leu-Trp-OH

Base Information

• Chemical Name: H-Leu-Trp-OH
• CAS No.: 5156-22-9
• Molecular Formula: C₁₇H₂₃N₃O₃
• Molecular Weight: 317.388
• Hs Code.: 2933990090
• UNII: 3P49EB3X2W
• Nikkaji Number: J151.283H
• Wikidata: Q27141904
• Metabolomics Workbench ID: 78873
• ChEMBL ID: CHEMBL56154
• Mol file: 5156-22-9.mol

Synonyms:H-Leu-Trp-OH;5156-22-9;L-leucyl-L-tryptophan;CHEBI:73590;Leu-Trp;leucyltryptophan;CHEMBL56154;(2S)-2-[[(2S)-2-amino-4-methylpentanoyl]amino]-3-(1H-indol-3-yl)propanoic acid;L-Tryptophan, L-leucyl-;(S)-2-((S)-2-Amino-4-methylpentanamido)-3-(1H-indol-3-yl)Propanoic acid;L-Leu-L-Trp;L-Leu-L-Trp-OH;3P49EB3X2W;SCHEMBL5369872;LW;BDBM50049754;MFCD00037951;Q27141904;(2S)-2-[(2S)-2-AMINO-4-METHYLPENTANAMIDO]-3-(1H-INDOL-3-YL)PROPANOIC ACID;L-W

Chemical Property of H-Leu-Trp-OH

Chemical Property:

• Vapor Pressure: 1.17E-15mmHg at 25°C
• Boiling Point: 608.4°C at 760 mmHg
• Flash Point: 321.8°C
• PSA: 108.21000
• Density: 1.241g/cm³
• LogP: 2.74440
• Storage Temp.: −20°C
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 317.17394160
• Heavy Atom Count: 23
• Complexity: 427

Purity/Quality:

99%+, ^*data from raw suppliers

H-Leu-Trp-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)CC(C(=O)NC(CC1=CNC2=CC=CC=C21)C(=O)O)N
• Isomeric SMILES: CC(C)C[C@@H](C(=O)N[C@@H](CC1=CNC2=CC=CC=C21)C(=O)O)N

Technology Process of H-Leu-Trp-OH

There total 3 articles about H-Leu-Trp-OH 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:

DL-leucine-DL-tryptophan dipeptide (657377-74-7) → D-leucine-D-tryptophan dipeptide + D-leucine-L-tryptophan dipeptide + L-leucine-D-tryptophan dipeptide + L-leucyl-L-tryptophan (5156-22-9)

Guidance literature:

With ammonium acetate; In methanol; water; acetonitrile; at 25 ℃; Solvent; Temperature; Resolution of racemate;

DOI:10.1002/chir.22624

Reference yield:

L-leucine (61-90-5,21675-61-6,25248-98-0,70-45-1) + L-Tryptophan (73-22-3,27732-43-0,80206-30-0,27813-82-7) → L-leucyl-L-tryptophan (5156-22-9)

Guidance literature:

With recombinant His-tagged Streptococcus mutans ATCC25175 L-amino acid α-ligase; water; tris hydrochloride; magnesium sulfate; ATP; at 37 ℃; for 16h; pH=8; aq. buffer; Enzymatic reaction;

DOI:10.1271/bbb.90644

Reference yield:

Talopeptin (36357-77-4,79733-80-5,84235-60-9,121570-15-8) → 6-Deoxy-L-talose (7658-10-8,478518-52-4) + L-leucyl-L-tryptophan (5156-22-9)

Guidance literature:

With hydrogenchloride;

DOI:10.1016/S0040-4039(00)87331-1

upstream raw materials:

Talopeptin

L-leucine

L-Tryptophan

DL-leucine-DL-tryptophan dipeptide

Downstream raw materials:

N-Phospho-L-leucyl-L-tryptophan

Refernces

• 1、 Fukuhara, Ken-ichi,Murao, Sawao,Nozawa, Tsunenori,Hatano, Masahiro. "STRUCTURAL ELUCIDATION OF TALOPEPTIN (MK-I), A NOVEL METALLO PROTEINASE INHIBITOR PRODUCED BY STREPTOMYCES MOZUNENSIS MK-23". . p. 2319 - 2322. Retrieved 1982.