2817-13-2

Basic information

• Product Name: Z-L-LEUCYL-L-ALANINE
• Synonyms: CBZ-L-LEU-ALA;N-CARBOBENZOXY-L-LEUCYL-L-ALANINE;N-BENZYLOXYCARBONYL-L-LEUCYL-L-ALANINE;Z-L-LEUCYL-L-ALANINE;Z-LEU-ALA-OH;N-cbz-leu-ala;Z-Leu-Ala;N-[N-[(phenylmethoxy)carbonyl]-L-leucyl]-L-alanine
• CAS NO: 2817-13-2
• Molecular Formula: C₁₇H₂₄N₂O₅
• Molecular Weight: 336.38
• EINECS: 220-571-1
• Mol File: 2817-13-2.mol
• Article Data: 6

Chemical Properties

• Melting Point: 150-155 °C
• Boiling Point: 581.7 °C at 760 mmHg
• Flash Point: 305.6 °C
• Appearance: /
• Density: 1.181 g/cm³
• Vapor Pressure: 2.26E-14mmHg at 25°C
• Refractive Index: 1.529
• Storage Temp.: −20°C
• PKA: 3.51±0.10(Predicted)
• CAS DataBase Reference: Z-L-LEUCYL-L-ALANINE(CAS DataBase Reference)
• NIST Chemistry Reference: Z-L-LEUCYL-L-ALANINE(2817-13-2)
• EPA Substance Registry System: Z-L-LEUCYL-L-ALANINE(2817-13-2)

Safety Data

• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 2817-13-2(Hazardous Substances Data)

Usage

General Description

Z-L-Leucyl-L-alanine, also known as Z-Leu-Ala, is a dipeptide composed of the amino acids leucine and alanine. It is a synthetic compound commonly used in biochemical and pharmaceutical research. Z-L-leucyl-L-alanine has been studied for its potential biological activities, including antimicrobial and anticancer properties. It has been shown to have inhibitory effects on the activity of enzymes such as trypsin and chymotrypsin, and may also exhibit antioxidant and anti-inflammatory properties. Z-L-LEUCYL-L-ALANINE is of interest for its potential therapeutic applications and as a tool for studying the interactions and functions of peptides in biological systems.

InChI:InChI=1/C17H24N2O5/c1-11(2)9-14(15(20)18-12(3)16(21)22)19-17(23)24-10-13-7-5-4-6-8-13/h4-8,11-12,14H,9-10H2,1-3H3,(H,18,20)(H,19,23)(H,21,22)/t12-,14-/m0/s1

Upstream product

• 2018-66-8 Z-Leu-OH 
• 56-41-7 L-alanin 
• 102156-97-8 N-benzyloxycarbonyl-L-thioleucine S-phenyl ester 
• 1803-59-4 N-benzyloxycarbonyl-L-leucyl-L-alanine methyl ester 
• 910902-20-4 N-Benzyloxycarbonyl-L-leucin-<1-selenonaphthyl>-ester 
• 53481-48-4 (S)-tert-butyl 2-((S)-2-(benzyloxycarbonylamino)-4-methylpentanamido)propanoate 
• 7797-39-9 Z-L-Leucin-<5-chlor-chinolyl-(8)-ester> 

Downstream Products

• 7298-84-2 Leu-Ala 
• 57294-44-7 N-benzyloxycarbonyl-L-leucyl=>L-alanyl=>L-valyl=>L-phenylalanyl=>glycine ethyl ester 
• 113798-67-7 {(S)-1-[(S)-1-(6-Methoxy-quinolin-8-ylcarbamoyl)-ethylcarbamoyl]-3-methyl-butyl}-carbamic acid benzyl ester 
• 115572-33-3 ethyl benzyloxycarbonylleucyl-alanyl-1-amino-1-cyclopentanecarboxylate 
• 203053-79-6 (S)-1-[(S)-2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-propionyl]-pyrrolidine-2-carboxylic acid 2-trimethylsilanyl-ethyl ester 
• 1027731-06-1 (E)-(S)-4-[(S)-2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-propionylamino]-6-(trityl-carbamoyl)-hex-2-enoic acid ethyl ester 
• 244021-38-3 benzyl ((S)-1-(((S)-1-(methoxy(methyl)amino)-1-oxopropan-2-yl)amino)-4-methyl-1-oxopentan-2-yl)carbamate 
• 1449017-99-5 C₂₃H₃₃N₃O₆ 
• 1449017-98-4 C₂₃H₃₄N₂O₅ 
• 126306-95-4 Diphenyl-N-(benzyloxycarbonyl)-L-leucyl-(2-decarboxy-L-alanin-2-yl)phosphonat 
• 61-90-5 L-leucine 

Relevant articles and documents

Optimization and anti-cancer properties of fluoromethylketones as covalent inhibitors for ubiquitin C-terminal hydrolase L1

The deubiquitinating enzyme (DUB) UCHL1 is implicated in various disease states including neurodegenerative disease and cancer. However, there is a lack of quality probe molecules to gain a better understanding on UCHL1 biology. To this end a study was carried out to fully characterize and optimize the irreversible covalent UCHL1 inhibitor VAEFMK. Structure-activity relationship studies identified modifications to improve activity versus the target and a full cellular characterization was carried out for the first time with this scaffold. The studies produced a new inhibitor, 34, with an IC50 value of 7.7 μM against UCHL1 and no observable activity versus the closest related DUB UCHL3. The molecule was also capable of selectively inhibiting UCHL1 in cells and did not demonstrate any discernible off-target toxicity. Finally, the molecule was used for initial probe studies to assess the role of UCHL1 role in proliferation of myeloma cells and migration behavior in small cell lung cancer cells making 34 a new tool to be used in the biological evaluation of UCHL1.

Peptidyl allyl sulfones: A new class of inhibitors for clan CA cysteine proteases

A new series of peptidyl allyl sulfone inhibitors was discovered while trying to synthesize epoxy sulfone inhibitors from vinyl sulfones using basic oxidizing conditions. The various dipeptidyl allyl sulfones were evaluated with calpain I, papain, cathepsins B and L, cruzain and rhodesain and found to be potent inhibitors. In comparison to the previously developed class of vinyl sulfone inhibitors, the novel dipeptidyl allyl sulfones were more potent inhibitors than the corresponding dipeptidyl vinyl sulfones. It was observed that the stereochemistry of the vinyl sulfone precursor played a role in the potency of the dipeptidyl allyl sulfone inhibitor.

A micro method for the determination of the configuration of histidine in peptides. Evidence for partial racemization during peptide synthesis

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