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Z-ALA-NH2, also known as Z-Alanine amide, is a chemical compound derived from the amino acid alanine. It is characterized by the presence of a benzyl group attached to the nitrogen atom, which provides protection for the carboxyl group of amino acids during peptide synthesis. This feature makes Z-ALA-NH2 a valuable component in the fields of organic chemistry and biochemistry, particularly for the development of novel drugs and bioconjugation reactions.

13139-27-0

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13139-27-0 Usage

Uses

Used in Peptide Synthesis:
Z-ALA-NH2 is used as a protecting group for the carboxyl group of amino acids during peptide synthesis. The benzyl group attached to the nitrogen atom prevents undesired chemical reactions, ensuring the successful formation of the desired peptide sequence.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Z-ALA-NH2 is utilized for the development of novel drugs. Its protective properties allow for the synthesis of complex peptide-based drugs with specific therapeutic properties.
Used in Bioconjugation Reactions:
Z-ALA-NH2 is also employed in bioconjugation reactions for the modification of proteins. The protective group allows for the selective attachment of various functional groups to proteins, enabling the development of protein-based therapeutics and diagnostic tools.

Check Digit Verification of cas no

The CAS Registry Mumber 13139-27-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,1,3 and 9 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 13139-27:
(7*1)+(6*3)+(5*1)+(4*3)+(3*9)+(2*2)+(1*7)=80
80 % 10 = 0
So 13139-27-0 is a valid CAS Registry Number.

13139-27-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name Z-ALA-NH2

1.2 Other means of identification

Product number -
Other names Cbz-Ala-NH2

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:13139-27-0 SDS

13139-27-0Relevant articles and documents

Acyclic chiral amines and amino acids as inexpensive and readily tunable catalysts for the direct asymmetric three-component Mannich reaction

Ibrahem, Ismail,Zou, Weibiao,Engqvist, Magnus,Xu, Yongmei,Cordova, Armando

, p. 7024 - 7029 (2005)

The direct three-component asymmetric Mannich reaction catalyzed by acyclic chiral amines or amino acids is presented. Simple acyclic chiral amines and amino acids - such as alanine-tetrazole (9), alanine, valine, and serine - catalyzed the three-componen

Interpenetrated Three-Dimensional Copper-Iodine Cluster-Based Framework with Enantiopure Porphyrin-like Templates

Liu, Juan,Wang, Fei,Liu, Li-Yang,Zhang, Jian

, p. 1358 - 1360 (2016)

Presented here is an interpenetrated three-dimensional copper-iodine cluster-based framework with dia topology based on two different kinds of Cu4I4 subunits that is templated by an enantiopure porphyrin-like CuI(5-eatz)s

Enzymatic ammoniolysis of amino acid derivatives

Zoete, M. C. de,Ouwehand, A. A.,Rantwijk, F. van,Sheldon, R. A.

, p. 171 - 174 (1995)

The ammoniolysis of amino acid esters and their derivatives was performed with lipases and proteases yielding the corresponding amino acid amides with moderate to high enantioselectivity.Phenylglycine methyl ester racemized slowly under the reaction conditions.

C-terminal 1-aminoethyltetrazole-containing oligopeptides as novel alanine racemase inhibitors

Anderson, Rosaleen J.,Gray, Mark,Kondacs, Laszlo A.,Marrs, Emma C. L.,Orenga, Sylvain,Perry, John D.

, (2020)

In clinical culture media inoculated with patient samples, selective inhibition of commensal bacteria is essential for accurate diagnosis and effective treatment, as they can mask the presence of pathogenic bacteria. The alanine analogue, 1-aminoethyltetr

ANTIBACTERIAL COMPOUND AND USES OF SAME

-

Paragraph 0050, (2020/09/15)

A new compound exhibiting particularly advantageous antibacterial properties, and having the structural formula: L-pyroglutamyl-L-1-aminoethyltetrazole (or N-(1-(1H-tetrazol-5-yl)ethyl)-5-oxopyrrolidine-2-carboxamide). Also, the use of this compound in mi

Selective Removal of Aminoquinoline Auxiliary by IBX Oxidation

Zhang, Zhiguo,Li, Xiang,Song, Mengmeng,Wan, Yameng,Zheng, Dan,Zhang, Guisheng,Chen, Gong

, p. 12792 - 12799 (2019/07/03)

8-Aminoquinoline (AQ) is a widely used bidentate auxiliary in metal-catalyzed directed C-H functionalization reactions. Herein, we report an efficient and chemoselective method to convert various N-quinolyl carboxamides to primary amides with the treatment of a stoichiometric amount of 2-iodoxybenzoic acid oxidant or the combination of a catalytic amount of 2-iodobenzoic acid and Oxone co-oxidant in mixed solvents of H2O and HFIP. Its unique compatibility with the Phth-protected α-amino acid (αAA) substrates enhances the overall synthetic utility of the AQ-directed palladium-catalyzed C-H functionalization strategy for synthesis of complex αAAs.

Amidation of carboxylic acids via the mixed carbonic carboxylic anhydrides and its application to synthesis of antidepressant (1S,2R)-tranylcypromine

Ezawa, Tetsuya,Kawashima, Yuya,Noguchi, Takuya,Jung, Seunghee,Imai, Nobuyuki

, p. 1690 - 1699 (2017/11/14)

Primary amidations of carboxylic acids 1 or 3 with NH4Cl in the presence of ClCO2Et and Et3N were developed to afford the corresponding primary amides in 22% to quantitative yields. Additionally, we have applied the amidation to the preparation of various amides containing hydroxamic acids and achieved the synthesis of (1S,2R)-tranylcypromine as an antidepressant medicine via Lossen rearrangement.

Synthesis of an Enantipure Tetrazole-Based Homochiral CuI,II-MOF for Enantioselective Separation

Liu, Juan,Wang, Fei,Ding, Qing-Rong,Zhang, Jian

supporting information, p. 12520 - 12522 (2016/12/26)

An enantipure (1S)-1-(5-tetrazolyl)ethylamine (5-eatz) ligand was first employed to construct a homochiral porous metal-organic framework, {[CuI2CuII(5-eatz)2(CN-)(H2O)]+[NO3-]}·[DMF] (1), with unusual ligand-unsupported Cu···Cu interactions. Such a compound shows high stability in water and common organic solvents. Remarkably, it has high enantioselectivity toward (R,S)-1-phenylethanol and (R,S)-1-phenylpropanol with enantiomeric excess values of up to 42% and 48%, respectively.

One-pot synthesis of orthogonally protected dipeptide selenazoles employing Nα-amino selenocarboxamides and α-bromomethyl ketones

Madhu, Chilakapati,Panguluri, Nageswara Rao,Narendra,Panduranga,Sureshbabu, Vommina V.

supporting information, p. 6831 - 6835 (2015/01/09)

A simple and efficient protocol for the synthesis of selenazole containing dipeptidomimetics using Nα-amino selenocarboxamides and α-bromomethyl ketones is described. All the compounds made were isolated in good yields and fully characterized.

Convenient preparation of primary amides via activation of carboxylic acids with ethyl chloroformate and triethylamine under mild conditions

Noguchi, Takuya,Sekine, Masahiro,Yokoo, Yuki,Jung, Seunghee,Imai, Nobuyuki

, p. 580 - 582 (2013/07/05)

Primary amides were easily prepared in 22-99% yields from the corresponding carboxylic acids 1 or 5 with NH4Cl via activation with ClCO 2Et and Et3N. The enantiomers of the corresponding primary amides of Cbz-, Boc-, or Fmoc-α-amino acids can be separated by using a chiral column.

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