34291-02-6

Basic information

• Product Name: BUTIROSIN A
• Synonyms: ambutyrosina;ambuyrosina;-xylofuranosyl-(1-5))-n(sup1)-(4-amino-2-hydroxy-1-oxobutyl)-2-deoxy-;butirosin a from bacillus vitellinus;4-O-(2,6-Diamino-2,6-dideoxy-α-D-glucopyranosyl)-5-O-(β-D-xylofuranosyl)-N1-[(2S)-4-amino-2-hydroxy-1-oxobutyl]-2-deoxy-D-streptamine;Butyrosin A;N1-[(S)-4-Amino-2-hydroxy-1-oxobutyl]-4-O-(2,6-diamino-2,6-dideoxy-α-D-glucopyranosyl)-5-O-(β-D-xylofuranosyl)-2-deoxy-D-streptamine;Butriosin A
• CAS NO: 34291-02-6
• Molecular Formula: C₂₁H₄₁N₅O₁₂
• Molecular Weight: 555.58
• Product Categories: AminoglycosidesAntibiotics;Antibiotics;Antibiotics A to;Antibiotics A-FAntibiotics;Antibiotics by Application;Chemical Structure Class;Genetic Marker SelectionAntibiotics;Interferes with Protein Synthesis;Mechanism of Action
• Mol File: 34291-02-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 624.91°C (rough estimate)
• Flash Point: 526.8°C
• Appearance: /
• Density: 1.3764 (rough estimate)
• Refractive Index: 1.7500 (estimate)
• Storage Temp.: 2-8°C
• PKA: pKa (water): 5.6, 7.3, 8.7, 9.8(at 25℃)
• CAS DataBase Reference: BUTIROSIN A(CAS DataBase Reference)
• NIST Chemistry Reference: BUTIROSIN A(34291-02-6)
• EPA Substance Registry System: BUTIROSIN A(34291-02-6)

Safety Data

• Hazard Codes: T
• Statements: 61-20/21/22
• Safety Statements: 53-22-36/37/39-45
• WGK Germany: 3
• RTECS: WK2302000
• Hazardous Substances Data: 34291-02-6(Hazardous Substances Data)

Usage

Description

BUTIROSIN A is a butirosin derivative, specifically a neamine compound substituted at position 2 by a beta-D-xylofuranosyl and at position 4 by an (S)-2-hydroxy-4-aminobutyryl group. It is a type of aminoglycoside antibiotic, known for its potent antibacterial properties.

Uses

Used in Pharmaceutical Industry:
BUTIROSIN A is used as an antibiotic for treating various bacterial infections. Its potent antibacterial properties make it effective against a wide range of gram-negative and gram-positive bacteria, including those that are resistant to other antibiotics.
Used in Veterinary Medicine:
In the veterinary field, BUTIROSIN A is used as an animal health supplement to prevent and treat bacterial infections in livestock and poultry. Its broad-spectrum activity helps maintain the overall health and well-being of animals, contributing to the productivity and sustainability of the livestock industry.
Used in Research and Development:
BUTIROSIN A is also utilized in the research and development of new antibiotics and pharmaceutical compounds. Its unique structure and properties make it a valuable tool for studying the mechanisms of action and resistance in bacteria, as well as for designing novel drugs with improved efficacy and reduced side effects.

InChI:InChI=1/C21H41N5O12/c22-2-1-8(28)19(34)26-7-3-6(24)17(37-20-11(25)15(32)13(30)9(4-23)35-20)18(12(7)29)38-21-16(33)14(31)10(5-27)36-21/h6-18,20-21,27-33H,1-5,22-25H2,(H,26,34)/t6-,7+,8-,9+,10+,11+,12-,13+,14-,15+,16+,17+,18+,20+,21-/m0/s1

Upstream product

• 1064665-42-4 γ-L-Glu-butirosin B 

Relevant articles and documents

Combined chemical-enzymatic assembly of aminoglycoside derivatives with N-1-AHB side chain

A series of unprotected pseudo-disaccharides and pseudo-trisaccharides of 2-deoxystreptamine-containing aminoglycosides have been selectively acylated at the N-1 position with the valuable (S)-4-amino-2-hydroxybutanoyl (AHB) pharmacophore by using the recombinant BtrH and BtrG enzymes from butirosin biosynthesis in combination with a synthetic acyl donor. The process was optimized by performing two enzymatic steps in a sequential manner without purification of the intermediate product.

Synthesis of butirosin B and its 3',4' dideoxy derivative

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