(2S)-4-carbamoyl-2-dodecanamidobutanoic acid

Base Information

• Chemical Name: (2S)-4-carbamoyl-2-dodecanamidobutanoic acid
• CAS No.: 109570-04-9
• Molecular Formula: C₁₇H₃₂N₂O₄
• Molecular Weight: 328.452
• Hs Code.: 2924199090
• European Community (EC) Number: 895-477-2
• DSSTox Substance ID: DTXSID80584156
• Nikkaji Number: J1.694.263D
• Wikidata: Q82475791
• Mol file: 109570-04-9.mol

Synonyms:109570-04-9;(2S)-4-carbamoyl-2-dodecanamidobutanoic acid;N2-Lauroyl-L-glutamine;N-alpha-Lauroyl-L-glutamine;N-lauroyl-L-glutamine;(2S)-5-amino-2-(dodecanoylamino)-5-oxopentanoic acid;(S)-5-Amino-2-dodecanamido-5-oxopentanoic acid;N(alpha)-lauroyl-L-glutamine;N-Lauroyl-glutamin;N~2~-Dodecanoyl-L-glutamine;SCHEMBL343576;DTXSID80584156;USMCNVFGYLZLGM-AWEZNQCLSA-N;C17H32N2O4;CS-0264970;EN300-95601;(S)-5-Amino-2-dodecanamido-5-oxopentanoicacid;G46120

Chemical Property of (2S)-4-carbamoyl-2-dodecanamidobutanoic acid

Chemical Property:

• Boiling Point: 599 °C at 760 mmHg
• Flash Point: 316.1 °C
• PSA: 109.49000
• Density: 1.056 g/cm³
• LogP: 3.83340
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly, Sonicated)
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 15
• Exact Mass: 328.23620751
• Heavy Atom Count: 23
• Complexity: 359

Purity/Quality:

98%Min ^*data from raw suppliers

N2-Lauroyl-L-glutamine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCC(=O)NC(CCC(=O)N)C(=O)O
• Isomeric SMILES: CCCCCCCCCCCC(=O)N[C@@H](CCC(=O)N)C(=O)O
• Uses: N2-Lauroyl-L-glutamine is used as a solubilizing detergent in a novel protein refolding system. N2-Lauroyl-L-glutamine can be synthesized enzymatically in glycerol-water system useing acylase I from pig kidney.

Technology Process of (2S)-4-carbamoyl-2-dodecanamidobutanoic acid

There total 1 articles about (2S)-4-carbamoyl-2-dodecanamidobutanoic acid 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: 2.0%

lauric acid (143-07-7) + L-glutamine (56-85-9,26700-71-0) → N-lauroyl-L-glutamine (109570-04-9)

Guidance literature:

With Streptomyces mobaraensis NBRC 13819 acylase; In glycerol; at 37 ℃; for 48h; pH=7.5;

DOI:10.1021/jf052102k

upstream raw materials:

lauric acid

L-glutamine

Refernces

• 1、 Wada, Eiko,Handa, Masato,Imamura, Koreyoshi,Sakiyama, Takaharu,Adachi, Shuji,Matsuno, Ryuichi,Nakanishi, Kazuhiro. "Enzymatic synthesis of N-acyl-L-amino acids in a glycerol-water system using acylase I from pig kidney". . p. 41 - 46. Retrieved 2002.