13073-19-3

Basic information

• Product Name: (2S)-2-amino-4-propylsulfanyl-butanoic acid
• Synonyms: (2S)-2-amino-4-propylsulfanyl-butanoic acid;propionine
• CAS NO: 13073-19-3
• Molecular Formula: C7H15NO2S
• Molecular Weight: 177.26
• Mol File: 13073-19-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 322.7°Cat760mmHg
• Flash Point: 149°C
• Appearance: /
• Density: 1.13g/cm³
• Vapor Pressure: 5.62E-05mmHg at 25°C
• Refractive Index: 1.518
• CAS DataBase Reference: (2S)-2-amino-4-propylsulfanyl-butanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (2S)-2-amino-4-propylsulfanyl-butanoic acid(13073-19-3)
• EPA Substance Registry System: (2S)-2-amino-4-propylsulfanyl-butanoic acid(13073-19-3)

Safety Data

• Hazardous Substances Data: 13073-19-3(Hazardous Substances Data)

Usage

Description

(2S)-2-amino-4-propylsulfanyl-butanoic acid is a synthetic amino acid derivative characterized by its unique molecular structure, which includes a central carbon atom bonded to an amino group, a carboxylic group, a hydrogen atom, and a propylsulfanyl group. This chiral compound, with its non-racemic center, is not found naturally and is produced in laboratory settings. Its distinctive features, particularly the presence of the propylsulfanyl group, may endow it with specific properties that could be harnessed across various fields.

Uses

Used in Pharmaceutical Development:
(2S)-2-amino-4-propylsulfanyl-butanoic acid is utilized as a building block in the synthesis of novel pharmaceutical compounds, leveraging its unique structure to create new drugs with potential therapeutic applications. The presence of the propylsulfanyl group may contribute to the compound's bioactivity, selectivity, and pharmacokinetic properties.
Used in Biotechnology Research:
In the biotechnology sector, (2S)-2-amino-4-propylsulfanyl-butanoic acid serves as a key component in the development of new bioactive peptides and proteins. Its incorporation into these biomolecules can lead to the discovery of new biocatalysts, biosensors, or therapeutic agents with enhanced functionality.
Used in Chemical Research:
(2S)-2-amino-4-propylsulfanyl-butanoic acid is employed as a research tool in chemical studies, where its unique properties can be explored for understanding fundamental chemical reactions and mechanisms. It may also be used to develop new synthetic methodologies or as a precursor in the preparation of complex organic molecules.
Used in Material Science:
(2S)-2-amino-4-propylsulfanyl-butanoic acid may find applications in material science, where its structural features could be exploited to design new materials with specific properties. For instance, the propylsulfanyl group might impart improved solubility, stability, or reactivity to the materials being developed.

InChI:InChI=1/C7H15NO2S/c1-2-4-11-5-3-6(8)7(9)10/h6H,2-5,8H2,1H3,(H,9,10)/t6-/m0/s1

Upstream product

• 107-03-9 1-thiopropane 
• 1492-23-5 O-succinyl-L-homoserine 
• 626-72-2 L-homocystine 
• 106-94-5 propyl bromide 

Downstream Products

• 53830-48-1 S-adenosyl-L-propionine 
• 5135-33-1 5'-deoxy-5'-(propylthio)adenosine 

Relevant articles and documents

Chemoenzymatic synthesis and in situ application of S-adenosyl-l-methionine analogs

Analogs of S-adenosyl-l-methionine (SAM) are increasingly applied to the methyltransferase (MT) catalysed modification of biomolecules including proteins, nucleic acids, and small molecules. However, SAM and its analogs suffer from an inherent instability, and their chemical synthesis is challenged by low yields and difficulties in stereoisomer isolation and inhibition. Here we report the chemoenzymatic synthesis of a series of SAM analogs using wild-type (wt) and point mutants of two recently identified halogenases, SalL and FDAS. Molecular modelling studies are used to guide the rational design of mutants, and the enzymatic conversion of l-Met and other analogs into SAM analogs is demonstrated. We also apply this in situ enzymatic synthesis to the modification of a small peptide substrate by protein arginine methyltransferase 1 (PRMT1). This technique offers an attractive alternative to chemical synthesis and can be applied in situ to overcome stability and activity issues.

Facile chemoenzymatic strategies for the synthesis and utilization of S-adenosyl-L-methionine analogues

A chemoenzymatic platform for the synthesis of S-adenosyl-L-methionine (SAM) analogues compatible with downstream SAM-utilizing enzymes is reported. Forty-four non-native S/Se-alkylated Met analogues were synthesized and applied to probing the substrate specificity of five diverse methionine adenosyltransferases (MATs). Human MAT II was among the most permissive of the MATs analyzed and enabled the chemoenzymatic synthesis of 29 non-native SAM analogues. As a proof of concept for the feasibility of natural product alkylrandomization , a small set of differentially-alkylated indolocarbazole analogues was generated by using a coupled hMAT2-RebM system (RebM is the sugar C4′-O-methyltransferase that is involved in rebeccamycin biosynthesis). The ability to couple SAM synthesis and utilization in a single vessel circumvents issues associated with the rapid decomposition of SAM analogues and thereby opens the door for the further interrogation of a wide range of SAM utilizing enzymes. Mix and MATch: Methionine adenosyltransferase (MAT) was used to synthesize S-adenosylmethionine (SAM) analogues in a method directly compatible with downstream SAM-utilizing enzymes. As a proof of concept for the feasibility of natural product alkylrandomization by using this method, a coupled strategy in which MAT was applied in conjunction with the methyltransferase RebM was used to generate a small set of indolocarbazole analogues.