2021-47-8

Basic information

• Product Name: (2S)-2-amino-4-methylpentanehydrazide
• CAS NO: 2021-47-8
• Molecular Weight: 145.205
• Mol File: 2021-47-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (2S)-2-amino-4-methylpentanehydrazide(CAS DataBase Reference)
• NIST Chemistry Reference: (2S)-2-amino-4-methylpentanehydrazide(2021-47-8)
• EPA Substance Registry System: (2S)-2-amino-4-methylpentanehydrazide(2021-47-8)

Safety Data

• Hazardous Substances Data: 2021-47-8(Hazardous Substances Data)

Usage

General Description

(2S)-2-amino-4-methylpentanehydrazide is a chemical compound with the molecular formula C6H16N4. It is a hydrazine derivative with a chiral center at the 2nd carbon atom, making it optically active. (2S)-2-amino-4-methylpentanehydrazide is commonly known as L-α-methyl-4-guanidinobutyrohydrazide (AGB) and is often used as a reagent in organic synthesis and pharmaceutical research. AGB may also have potential applications in medicinal chemistry as it exhibits antidiabetic and antiviral properties, and has been studied for its potential as a drug candidate for the treatment of diabetes and viral infections. Overall, (2S)-2-amino-4-methylpentanehydrazide is a versatile compound with various potential applications in both organic chemistry and medicinal research.

Upstream product

• 6278-97-3 DL-leucine hydrazide 
• 2666-93-5 (S)-Leu-OMe 
• 2899-43-6 DL-leucine ethyl ester 
• 61-90-5 L-leucine 
• 7517-19-3 methyl (L)-leucinate hydrochloride 
• 7803-57-8 hydrazine hydrate 
• 1115-39-5 N-trifluoroacetyl methyl ester of (S)-leucine 
• 2743-60-4 L-Leucine ethyl ester 

Downstream Products

• 1165943-77-0 N'-[(2E/Z)-4-nitrobenzylidene]-(2S)-amino-4-methylpentanehydrazide 
• 61-90-5 L-leucine 
• 1587732-44-2 (S,E)-2-amino-4-methyl-N'-(3-(trifluoromethyl)benzylidene)pentanehydrazide 
• 1587732-52-2 (S,Z)-2-amino-4-methyl-N'-(3-(trifluoromethyl)benzylidene)pentanehydrazide 

Relevant articles and documents

Sandwich structure of a ruthenium porphyrin and an amino acid hydrazide for probing molecular chirality by circular dichroism

Owing to the strong Lewis acidity of ruthenium porphyrins, a commercial carbonyl ruthenium porphyrin and an amino acid hydrazide can assemble into a sandwich structure. The nature of such a structure is diagnostic of the absolute configuration of the amino acid by circular dichroism.

Chiral arylideneaminoimidazolidin-4-ones: Green synthesis and isomerisation mechanism in solution

A green and eco-friendly synthetic approach of pure 2,5-disubstituted 3-arylideneaminoimidazolidin-4-ones is developed using water as the solvent. These new chiral arylideneaminoimidazolidin-4-one derivatives were obtained diastereoselectively in high ove

In situ deprotection and incorporation of unnatural amino acids during cell-free protein synthesis

The S30 extract from E. coli BL21 Star (DE3) used for cell-free protein synthesis removes a wide range of α-amino acid protecting groups by cleaving α-carboxyl hydrazides; methyl, benzyl, tert-butyl, and adamantyl esters; tert-butyl and adamantyl carboxamides; α-amino form-, acet-, trifluoroacet-, and benzamides and sidechain hydrazides and esters. The free amino acids are produced and incorporated into a protein under standard conditions. This approach allows the deprotection of amino acids to be carried out in situ to avoid separate processing steps. The advantages of this approach are demonstrated by the efficient incorporation of the chemically intractable (S)-4-fluoroleucine, (S)-4,5- dehydroleucine, and (2S,3R)-4-chlorovaline into a protein through the direct use of their respective precursors, namely, (S)-4-fluoroleucine hydrazide, (S)-4,5-dehydroleucine hydrazide, and (2S,3R)-4-chlorovaline methyl ester. These results also show that the fluoroand dehydroleucine and the chlorovaline are incorporated into a protein by the normal biosynthetic machinery as substitutes for leucine and isoleucine, respectively. Copyright