15295-77-9

Basic information

• Product Name: (S)-(-)-ALPHA-AMINO-GAMMA-BUTYROLACTONE HYDROBROMIDE
• Synonyms: AKOS 354;(S)-(-)-alpha-Amino-gamma-butyrolactone hydrobromide 99%;L-HOMOSERINE LACTONE HYDROBROMIDE;L-(-)-ALPHA-AMINO-GAMMA-BUTYROLACTONE HYDROBROMIDE;HOMOSERINE LACTONE HBR;(S)-(-)-2-AMINO-4-BUTYROLACTONE HYDROBROMIDE;(S)-2-AMINO-4-BUTYROLACTONE HYDROBROMIDE;(S)-(-)-ALPHA-AMINO-GAMMA-BUTYROLACTONE HYDROBROMIDE
• CAS NO: 15295-77-9
• Molecular Formula: BrH*C₄H₇NO₂
• Molecular Weight: 182.02
• EINECS: 218-571-1
• Product Categories: Amino Acids
• Mol File: 15295-77-9.mol
• Article Data: 15

Chemical Properties

• Melting Point: 225 °C (dec.)(lit.)
• Boiling Point: 281.4°Cat760mmHg
• Flash Point: 124°C
• Appearance: Clear yellow to brownish, may darken on storage/Liquid
• Density: g/cm³
• Vapor Pressure: 0.00233mmHg at 25°C
• Storage Temp.: 2-8°C
• Solubility: Methanol (Slightly), Water (Slightly)
• Sensitive: Hygroscopic
• BRN: 3912375
• CAS DataBase Reference: (S)-(-)-ALPHA-AMINO-GAMMA-BUTYROLACTONE HYDROBROMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(-)-ALPHA-AMINO-GAMMA-BUTYROLACTONE HYDROBROMIDE(15295-77-9)
• EPA Substance Registry System: (S)-(-)-ALPHA-AMINO-GAMMA-BUTYROLACTONE HYDROBROMIDE(15295-77-9)

Safety Data

• Statements: 36/37/38
• Safety Statements: 22-24/25-37/39-26
• WGK Germany: 3
• F: 3-10
• Hazardous Substances Data: 15295-77-9(Hazardous Substances Data)

Usage

Description

(S)-(-)-ALPHA-AMINO-GAMMA-BUTYROLACTONE HYDROBROMIDE is a white to slightly yellow crystalline powder that serves as a key reactant in the synthesis of various compounds, particularly those used in the pharmaceutical and biotechnology industries.

Uses

Used in Synthesis of Biochemical Compounds:
(S)-(-)-ALPHA-AMINO-GAMMA-BUTYROLACTONE HYDROBROMIDE is used as a reactant for the synthesis of tritium labeled and photoactivatable N-acyl-L-homoserine lactones, which are essential in studying and understanding the behavior of certain biological systems.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (S)-(-)-ALPHA-AMINO-GAMMA-BUTYROLACTONE HYDROBROMIDE is used as a reactant to prepare pseudopeptide inhibitors for Ras farnesyl-protein transferase, an enzyme involved in the post-translational modification of proteins. These inhibitors have potential applications in the development of drugs targeting various diseases, including cancer.
Used in Biotechnology:
(S)-(-)-ALPHA-AMINO-GAMMA-BUTYROLACTONE HYDROBROMIDE is also used in the biotechnology industry to synthesize selenomethionine, an essential component in X-ray crystallography and other structural biology techniques. (S)-(-)-ALPHA-AMINO-GAMMA-BUTYROLACTONE HYDROBROMIDE aids in determining the three-dimensional structure of proteins, which is crucial for understanding their function and designing targeted therapies.

InChI:InChI=1/C4H7NO2.BrH/c5-3-1-2-7-4(3)6;/h3H,1-2,5H2;1H/t3-;/m0./s1

Upstream product

• 2899-37-8 (S)-methioninol 
• 63-68-3 L-methionine 
• 79-08-3 bromoacetic acid 

Downstream Products

• 15159-65-6 (2S)-2-amino-4-bromobutanoic acid hydrobromide 
• 959613-40-2 (S)-N-(2-oxotetrahydrofuran-3-yl)-3-phenylpropionamide 
• 116857-07-9 (L)-N-Fmoc-homoserine lactone 
• 40856-55-1 (S)-2-benzoylamino-γ-butyrolactone 
• 79848-46-7 (S)-2-Benzyloxycarbonylamino-4-((S)-2-oxo-tetrahydro-furan-3-ylamino)-butyric acid tert-butyl ester 
• 1004316-93-1 3-methyl-1-[(3S)-2-oxooxolan-3-yl]-3-{[2-(propan-2-yl)-1,3-thiazol-4-yl]methyl}urea 
• 40856-59-5 tert-butyl (3S)-2-oxotetrahydrofuran-3-ylcarbamate 
• 126166-96-9 N-(4-nitrobenzyloxycarbonyl)-L-homoserine lactone 
• 35677-89-5 benzyl (3S)-2-oxotetrahydro-3-furanylcarbamate 

Relevant articles and documents

Synthesis of water soluble and multi-responsive selenopolypeptides via ring-opening polymerization of N-carboxyanhydrides

We report here the synthesis of water soluble selenopolypeptides via the ring-opening polymerization of N-carboxyanhydrides. The oligoethylene glycol-bearing selenopolypeptides are thermally responsive in aqueous solutions with tunable lower critical solution temperatures. The polymers can also undergo rapid and reversible helix-coil transitions upon responding to the added redox cycle.

A cogeneration process for producing sulfur and sulfur on behalf of acetate acid diester method (by machine translation)

The invention technical field of chemical synthesis, in particular relates to a methionine as raw material production process for producing sulfur and sulfur on behalf of acetate acid diester method. The invention states the payment proportional to production for preparing sulfur and sulfur on behalf of acetate acid diester method, in order to methionine and halogenated acetic acid as the raw material, the preparation comprising a homoserine lactone hydrohalide salt (IV), a sulfur acetate (I) and sulfur on behalf of the b b acid diester (II) of the three kinds of chemical products, and each between the products easy to separate and purify. (by machine translation)

Design, synthesis and activity evaluation study of novel substituted N-sulfonyl homoserine lactone derivatives as bacterial quorum sensing inhibitors

A novel series of N-sulfonyl homoserine lactone derivatives 7a–7m has been designed, synthesized, and evaluated for quorum sensing inhibitory activities through the violacein inhibition in Chromobacterium violaceum CV026. Compound 7e displayed the high level of inhibitory activity among all the compounds synthesized. Studies of structure-activity relationship indicated that compounds with thiophene group in side chain showed better activity than those substituted by furan, pyrrole, pyridyl, and phenethyl group. Thiophene substituted compounds which connected electron withdrawing group exhibited better inhibitory activity relate to those connected electron donating group. Further analysis indicated that compound bearing an electron withdrawing substituent at the position 2 of their thiophene ring exhibited superior activity against violacein production to those bearing the substituent at the position 3 and 4. Compound 7e in particular, with IC50 value of 6.19 μM, were identified as promising lead compounds for further development.