N-Benzoyl-D-leucine
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| Category | Others |
| Catalog number | BBF-05202 |
| CAS | 57357-55-8 |
| Molecular Weight | 235.28 |
| Molecular Formula | C13H17NO3 |
| Purity | >95% by HPLC |
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Specification
| Synonyms | Bz-D-Leu-OH; D-Leucine, N-benzoyl-; N-benzoyl-(r)-leucine; (R)-2-Benzamido-4-methylpentanoic acid; benzoyl-D-leucine |
| Storage | Store at -20°C |
| IUPAC Name | (2R)-2-benzamido-4-methylpentanoic acid |
| Canonical SMILES | CC(C)CC(C(=O)O)NC(=O)C1=CC=CC=C1 |
| InChI | InChI=1S/C13H17NO3/c1-9(2)8-11(13(16)17)14-12(15)10-6-4-3-5-7-10/h3-7,9,11H,8H2,1-2H3,(H,14,15)(H,16,17)/t11-/m1/s1 |
| InChI Key | POLGZPYHEPOBFG-LLVKDONJSA-N |
Properties
| Boiling Point | 458.8±28.0°C (Predicted) |
| Melting Point | 100-101°C |
| Density | 1.132±0.06 g/cm3 (Predicted) |
Reference Reading
1. Constituents of cultivated Agaricus blazei
Yumi Ueguchi, Katsuyoshi Matsunami, Hideaki Otsuka, Kazunari Kondo J Nat Med. 2011 Apr;65(2):307-12. doi: 10.1007/s11418-010-0495-5. Epub 2011 Jan 18.
Two phenylhexane derivatives (1, 2), benzoylergostane (3), N-benzoyl-L-leucine methyl ester (4), two known ergostanes, and highly degraded incisterol were isolated from fruit bodies of Agaricus blazei. Compound 3 exhibited strong cytotoxicity toward HepG2 cells (IC(50) = 6.0 ± 0.33 μM).
2. Synthesis and biological activity of novel amino acid-(N'-benzoyl) hydrazide and amino acid-(N'-nicotinoyl) hydrazide derivatives
Sherine N Khattab Molecules. 2005 Sep 30;10(9):1218-28. doi: 10.3390/10091218.
The coupling reaction of benzoic acid and nicotinic acid hydrazides with N- protected L-amino acids including valine, leucine, phenylalanine, glutamic acid and tyrosine is reported. The target compounds, N-Boc-amino acid-(N;-benzoyl)- and N- Boc-amino acid-(N;-nicotinoyl) hydrazides 5a-5e and 6a-6e were prepared in very high yields and purity using N-[(dimethylamino)-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl- methylene]-N-methyl-methanaminium hexafluorophosphate N-oxide (HATU) as coupling reagent. The antimicrobial activity of the Cu and Cd complexes of the designed compounds was tested. The products were deprotected affording the corresponding amino acid-(N;-benzoyl) hydrazide hydrochloride salts (7a-7e) and amino acid-(N;- nicotinoyl) hydrazide hydrochloride salts (8a-8e). These compounds and their Cu and Cd complexes were also tested for their antimicrobial activity. Several compounds showed comparable activity to that of ampicillin against S. aureus and E. coli.
3. Dynamic kinetic resolution of N-benzoyl-DL-amino acids via peptide bond forming reactions
T Miyazawa, T Hamada Protein Pept Lett. 2010 Apr;17(4):419-22. doi: 10.2174/092986610790963582.
Dynamic kinetic resolution (DKR) was demonstrated in the carbodiimide-mediated couplings of N-benzoyl-DL-amino acids with L-amino acid esters: the yields of the D-L-peptides significantly exceeded 50% in some cases. N-Benzoyl-DL-t-leucine afforded the D-L-peptide almost exclusively (up to 96% yield) in the reaction with methyl L-prolinate, which is the most efficient DKR obtained in the field of amino acids and derivatives.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
