DL-Leucine

Base Information

• Chemical Name: DL-Leucine
• CAS No.: 61-90-5
• Deprecated CAS: 1105707-16-1
• Molecular Formula: C6H13NO2
• Molecular Weight: 131.175
• Hs Code.: 2922.49
• European Community (EC) Number: 206-328-2
• NSC Number: 77687,46709,9252
• UNII: 1QSS9D5DR6
• DSSTox Substance ID: DTXSID00859050
• Nikkaji Number: J1.285H
• Wikidata: Q60662890
• Metabolomics Workbench ID: 1872
• ChEMBL ID: CHEMBL46575
• Mol file: 61-90-5.mol

Synonyms:DL-Leucine;328-39-2;2-Amino-4-methylpentanoic acid;H-DL-Leu-OH;Leucine, DL-;(RS)-Leucine;(+-)-Leucine;25322-63-8;MFCD00063087;2-amino-4-methyl-pentanoic acid;NSC46709;(+/-)-Amino-4-methylpentanoic acid;UNII-1QSS9D5DR6;1QSS9D5DR6;DL-LEUCINE (15N);CHEBI:25017;L-LEUCINE (U-13C6);L-LEUCINE-1-13C-15N;NSC 9252;NSC-9252;EINECS 206-328-2;( inverted exclamation markA)-Leucine;73579-45-0;AI3-26709;Leuzin;DL-LEUCINE-4,5,5,5,6,6,6-D7;Hleu;L(+)-Leucine;DL-2-Amino-4-methylpentanoic acid;Norvaline, 4-methyl-;2-amino-4-methylpentanoicacid;NSC9252;Valeric acid, 2-amino-4-methyl-;laevo-leucine;MFCD00002617;MFCD00063088;NSC-77687;d,l-leucine;3h-leucine;DL- leucine;d,1-leucine;Leucine #;.alpha.-Amino-.gamma.-methylvaleric acid;92751-17-2;(.+-.)-Leucine;(.+/-.)-Leucine;Leu247;LEUCINE,(L);DL-LEUCINE [FCC];SCHEMBL3888;.alpha.-Aminoisocaproic acid;CHEMBL46575;WLN: QVYZ1Y1&1 -L;2-amino-4-methyl pentanoic acid;DTXSID00859050;WLN: QVYZ1Y1 & 1-D;DL-Leucine, >=99% (HPLC);271247-12-2;HY-B1674;NSC77687;(2R)-2-ammonio-4-methylpentanoate;Pentanoic acid, 2-amino-4-methyl-;AC7886;DL-2-Aminmo-4-methylvalerianic acid;LMFA01100048;STL281857;AKOS000118923;AKOS016050505;CS-W020700;PB47827;7005-03-0;AC-24099;AS-12287;LS-87802;NCI60_004103;SY005863;SY006365;SY033229;AM20090485;DL-Leucine, Vetec(TM) reagent grade, 99%;FT-0602784;FT-0625480;FT-0627930;FT-0641848;FT-0670765;FT-0695062;FT-0695813;FT-0770717;FT-0771371;L0028;(+/-)-2-AMINO-4-METHYLVALERIC ACID;EN300-18048;A817787;A821451;SR-01000944477;Q-100404;SR-01000944477-1;L-Leucine-15N;H-[15N]LEU-OH;59935-31-8;Q60662890;Z57127546;F2191-0181;8EB2668C-D303-4401-A7D5-8ABD6B79B75F;25988-64-1

Chemical Property of DL-Leucine

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: <1 hPa (20 °C)
• Melting Point: >300 °C(lit.)
• Refractive Index: 1.4630 (estimate)
• Boiling Point: 225.8 °C at 760 mmHg
• PKA: 2.328(at 25℃)
• Flash Point: 90.3 °C
• PSA: 63.32000
• Density: 1.036 g/cm³
• LogP: 1.14470
• Storage Temp.: Store at RT.
• Solubility.: 1 M HCl: 50 mg/mL
• Water Solubility.: 22.4 g/L (20 C)
• XLogP3: -1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 131.094628657
• Heavy Atom Count: 9
• Complexity: 101

Purity/Quality:

99% ^*data from raw suppliers

L-Leucine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(C(=O)O)N
• Chemical Structure: Branched-chain 伪-amino acid with a four-carbon aliphatic nonpolar side chain
• Uses: Promising excipient in the development of inhalable spray-dried powders for high- and low-dose drugs. Enhances dispersibility and aerosolization of particles, increasing emitted dose and fine particle fraction (FPF). Improves physicochemical stability of particles, preventing moisture-induced deterioration effects. Increases dissolution and solubility of poorly water-soluble drugs.
• Regulatory Status: Included in the monographs of the European Pharmacopoeia and the US Pharmacopoeia National Formulary. Notified as Generally Recognized as Safe (GRAS) by the US FDA for specific food uses. Approved by the FDA as a direct food additive.
• Medical Applications: Potential coadjuvant treatment for cancer cachexia, exerting downstream effects on muscle protein synthesis and promoting muscle protein anabolism. Exhibits anti-obesity effects on glucose tolerance, lipid metabolism, and insulin sensitivity. Modulates mitochondrial dysfunction, providing therapeutic potential for aging, neurodegenerative diseases, obesity, diabetes, and cardiovascular diseases.
• Dietary Sources: Found in animal protein, dairy products, beans, whole grains, vegetables, oats, wheat germ, garlic, and black fungi.
• Physiological Functions: Regulates protein metabolism and supplies oxidative energy Utilized during physiological periods such as hunger, lactation, stress, and exercise. Involved in regulating immune functions and lipid metabolism.

Technology Process of DL-Leucine

There total 457 articles about DL-Leucine 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:

(S)-2-amino-4-methyl-N-(4-nitrophenyl)valeramide (4178-93-2,110893-28-2,86237-92-5,63324-49-2,6664-98-8) → L-leucine (61-90-5,21675-61-6,25248-98-0,70-45-1) + 4-nitro-aniline (100-01-6,104810-17-5)

Guidance literature:

With water; leucine aminopeptidase; at 25 ℃; under 750.06 Torr; Rate constant; Thermodynamic data; influence of Zn⁽²⁺⁾, influence of pH, Mg⁽²⁺⁾ modified enzyme, different pressures, activation volume;

DOI:10.1246/bcsj.58.1349

Reference yield:

L-Leucine p-nitroanilide (129297-64-9) → L-leucine (61-90-5,21675-61-6,25248-98-0,70-45-1) + 4-nitro-aniline (100-01-6,104810-17-5)

Guidance literature:

at 24 ℃; Rate constant; pH 7.96, MgCl₂, phosphate, Tris; effect of an RRF on AP-cytosol activity;

DOI:10.1246/cl.1985.1561

Reference yield:

L-leucine p-nitrophenyl ester (17663-34-2) → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + L-leucine (61-90-5,21675-61-6,25248-98-0,70-45-1)

Guidance literature:

With Cu complex of polymer from 2,6-bis-aminomethylpyridine and 4,4'-bis-aminomethyldiphenylmethane; water; In dimethyl sulfoxide; at 25 ℃; Rate constant; var.reag.: Cu⁽²⁺⁾ complex of 2,6-bis-benzylaminomethylpyridine;

DOI:10.1002/(sici)1099-0690(199806)1998:6<1143::aid-ejoc1143>3.0.co;2-u

upstream raw materials:

isobutyl glyoxal

2-Amino-4-methyl-pentanoic acid amide

LEUCINE

(S)-Leu-OMe

Downstream raw materials:

N-acetylleucine

N-Ac-Leu

N-formyl-L-leucine

4-methyl-2-oxopentanoic acid

Refernces

• 1、 Chen, Min,Chen, Rouwen,Ding, Wenping,Li, Yanqun,Tian, Xinpeng,Yin, Hao,Zhang, Si. "Structures and antitumor activities of ten new and twenty known surfactins from the deep-sea bacterium Limimaricola sp. SCSIO 53532". . . Retrieved 2022/01/11.
• 2、 Iwasaki, Arihiro,Ohtomo, Keisuke,Kurisawa, Naoaki,Shiota, Ikuma,Rahmawati, Yulia,Jeelani, Ghulam,Nozaki, Tomoyoshi,Suenaga, Kiyotake. "Isolation, Structure Determination, and Total Synthesis of Hoshinoamide C, an Antiparasitic Lipopeptide from the Marine Cyanobacterium Caldora penicillata". . p. 126 - 135. Retrieved 2021/01/13.