75419-36-2

Usage

Uses

Used in Pharmaceutical Industry:
S-11-P is used as a semisynthetic aminoglycoside antibacterial agent for the development of new antibiotics. It exhibits potent antibacterial activity against a wide range of Gram-negative and Gram-positive bacteria, including drug-resistant strains. Its unique structure allows for the design of novel derivatives with improved pharmacological properties and reduced side effects.
Used in Drug Delivery Systems:
S-11-P can be incorporated into drug delivery systems to enhance the efficacy and safety of existing antibiotics. Various nanocarriers, such as liposomes, polymeric nanoparticles, and metal-organic frameworks, can be used to encapsulate and deliver S-11-P, improving its solubility, bioavailability, and targeting to specific bacterial cells.
Used in Agricultural Industry:
S-11-P can be utilized as a bioactive compound in the development of new antimicrobial agents for agricultural applications. It can be used to control plant pathogens and pests, reducing the need for chemical pesticides and promoting sustainable agriculture practices.

InChI:InChI=1/C6H13NO4/c7-2-1-3(8)5(10)6(11)4(2)9/h2-6,8-11H,1,7H2/t2-,3+,4+,5-,6-/m0/s1

Upstream product

• 76548-06-6 (1R,2S,3S,4R,5S)-5-acetamidocyclohexane-1,2,3,4-tetrayl tetraacetate 
• 78963-40-3 2L-(2,4/3,5)-2,3,4,5-tetrahydroxycyclohexan-1-one 
• 128387-20-2 L-1,2-O-isopropylidene-myo-inositol 
• 4969-33-9 3-O-acetyl-5,6-dideoxy-1,2-O-isopropylidene-6-C-nitro-α-D-xylo-hex-5-enofuranose 
• 108311-24-6 2,3-dideoxy-3-nitro-D-myo-inositol-1,4,5,6-tetraacetate 
• 56707-67-6 Acetic acid (3aR,5R,6S,6aR)-2,2-dimethyl-5-(2-nitro-ethyl)-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester 
• 87-89-8 D-myo-inositol 
• 108391-63-5 N-acetyl-2-deoxy-scyllo-inosamine 
• 28978-34-9 5,6-dideoxy-1,2-O-isopropyledine-6-nitro-α-D-xylo-hexofuranose 
• 108311-23-5 (1R,2S,3S,5S)-5-Nitro-cyclohexane-1,2,3,4-tetraol 

Downstream Products

• 890653-91-5 (2R,3S,4R,5S)-5-amino-2,3,4-trihydroxycyclohexanone 
• 76548-06-6 (1R,2S,3S,4R,5S)-5-acetamidocyclohexane-1,2,3,4-tetrayl tetraacetate 

Relevant academic research and scientific papers

Isolation of nabscessin C from nocardia abscessus IFM 10029T and A study on biosynthetic pathway for nabscessins

A new aminocyclitol derivative, designated nabscessin C (1), was isolated from Nocardia abscessus IFM 10029T. Nabcessin C is an isomer of nabscessins A (2) and B (3) with different positioning of the acyl group. Absolute configuration of nabscessin A was determined by conversion into the 2-deoxy-scyllo-inosamine pentaacetyl derivative (4) by hydrolysis and acetylation of 2. The biosynthetic pathway of nabscessins is proposed based on gene expression analysis.

Characterization of l-glutamine:2-deoxy-scyllo-inosose aminotransferase (tbmB) from Streptomyces tenebrarius

2-Deoxystreptamine (DOS)-containing aminoglycoside-aminocyclitol (AmAc) antibiotics represent the majority of clinically important AmAcs. Biosynthetic investigations of formation of DOS in actinomycetes are limited to the characterization of 2-deoxy-scyllo-inosose synthase, the first step enzyme of the DOS biosynthetic pathway. A gene encoding l-glutamine:2-deoxy-scyllo-inosose aminotransferase (tbmB) from the tobramycin producer Streptomyces tenebrarius was expressed heterologously in Escherichia coli. The conversions of 2-deoxy-scyllo-inosose to 2-deoxy-scyllo-inosamine and scyllo-inosose to scyllo-inosamine with the activity of TbmB were determined in vitro. The results indicate that tbmB catalyzes the second step of the DOS biosynthetic pathway during the biosynthesis of 2-deoxystreptamine, a subunit of tobramycin, in S. tenebrarius.

Biosynthesis of aminoglycoside antibiotics: Cloning, expression and characterisation of an aminotransferase involved in the pathway to 2-deoxystreptamine

The gene btrR from Bacillus circulans has been cloned and expressed and shown to produce a protein which catalyses the transamination of 2-deoxy-scyllo-inosose to give 2-deoxy-scyllo-inosamine, an intermediate in the biosynthesis of 2-deoxystreptamine.

Convenient synthesis of 2-deoxy-scyllo-inosose and 2-deoxy-scyllo-inosamine: Two key intermediates on the biosynthetic pathway to aminoglycoside antibiotics

2-Deoxy-scyllo-inosose 1 and 2-deoxy-scyllo-inosamine 2 are two of the key intermediates on the biosynthetic pathway to 2-deoxystreptamine-containing aminoglycoside antibiotics. Convenient syntheses of 1, 2 and tritium-labelled 2 via stereoselective deoxy