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Anticapsin, also known as L-alanine derivative, is an alanine derivative bearing a 5-oxo-7-oxabicyclo[4.1.0]hept-2-yl substituent at position 3. It is a compound with potential applications in various fields due to its unique structure and properties.

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  • 7-Oxabicyclo[4.1.0]heptane-2-propanoic acid,|á-amino-5-oxo-,(|áS,1R,2S,6R)-

    Cas No: 28978-07-6

  • USD $ 1.9-2.9 / Gram

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  • 28978-07-6 Structure
  • Basic information

    1. Product Name: anticapsin
    2. Synonyms: anticapsin;(1R,6R,αS)-α-Amino-5-oxo-7-oxabicyclo[4.1.0]heptane-2β-propionic acid
    3. CAS NO:28978-07-6
    4. Molecular Formula: C9H13NO4
    5. Molecular Weight: 199.205
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 28978-07-6.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 415.9°C at 760 mmHg
    3. Flash Point: 205.3°C
    4. Appearance: /
    5. Density: 1.368g/cm3
    6. Vapor Pressure: 4.42E-08mmHg at 25°C
    7. Refractive Index: 1.551
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. CAS DataBase Reference: anticapsin(CAS DataBase Reference)
    11. NIST Chemistry Reference: anticapsin(28978-07-6)
    12. EPA Substance Registry System: anticapsin(28978-07-6)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 28978-07-6(Hazardous Substances Data)

28978-07-6 Usage

Uses

Used in Pharmaceutical Industry:
Anticapsin is used as a pharmaceutical compound for its potential therapeutic applications. Its unique structure allows it to interact with specific biological targets, making it a promising candidate for the development of new drugs.
Used in Research and Development:
Anticapsin is used as a research compound for studying its interactions with various biological systems and understanding its potential effects on different diseases. This can lead to the discovery of new therapeutic approaches and the development of novel drugs.
Used in Drug Design and Optimization:
Anticapsin is used as a starting point for drug design and optimization processes. Its unique structure can be modified to improve its pharmacological properties, such as potency, selectivity, and bioavailability, leading to the development of more effective drugs.

Check Digit Verification of cas no

The CAS Registry Mumber 28978-07-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,8,9,7 and 8 respectively; the second part has 2 digits, 0 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 28978-07:
(7*2)+(6*8)+(5*9)+(4*7)+(3*8)+(2*0)+(1*7)=166
166 % 10 = 6
So 28978-07-6 is a valid CAS Registry Number.
InChI:InChI=1/C9H13NO4/c10-5(9(12)13)3-4-1-2-6(11)8-7(4)14-8/h4-5,7-8H,1-3,10H2,(H,12,13)/t4-,5+,7-,8+/m1/s1

28978-07-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name anticapsin

1.2 Other means of identification

Product number -
Other names 3-[(1r,2r,6r)-5-oxo-7-oxabicyclo[4.1.0]hept-2-yl]-l-alanine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:28978-07-6 SDS

28978-07-6Downstream Products

28978-07-6Relevant articles and documents

Action and timing of BacC and BacD in the late stages of biosynthesis of the dipeptide antibiotic bacilysin

Parker, Jared B.,Walsh, Christopher T.

, p. 889 - 901 (2013)

Biosynthesis of the dipeptide antibiotic bacilysin, encoded by the seven Bacillus subtilis genes bacA-G, involves diversion of flux from prephenate to the noncognate amino acid anticapsin. The anticapsin warhead is then ligated to the C-terminus of l-alanine to produce mature bacilysin. We have previously noted the formation of two diastereomers of tetrahydrotyrosine (4S- and 4R-H4Tyr) by tandem action of the four purified enzymes BacABGF. BacC (oxidase) and BacD (ligase) have been hypothesized to be remaining late stage enzymes in bacilysin biosynthesis. Using a combination of BacCD in vitro studies, B. subtilis deletion mutants, and isotopic feeding studies, we were able to determine that the H4Tyr diastereomers are actually shunt products that are not on-pathway to bacilysin biosynthesis. Dihydroanticapsin and dihydrobacilysin accumulate in extracts of a ΔbacC strain and are processed to anticapsin and then bacilysin upon addition of BacC and BacD, respectively. These results suggest the epoxide group in bacilysin is installed in an earlier step of bacilysin biosynthesis, while BacC oxidation of the C 7-hydroxyl and the subsequent BacD ligation of anticapsin to l-Ala are the penultimate and ultimate steps of bacilysin biosynthesis, respectively.

Stereocontrolled enantiospecific synthesis of anticapsin

Baldwin, Jack E.,Adlington, Robert M.,Mitchell, Mark B.

, p. 5193 - 5206 (2007/10/02)

A stereocontrolled enantiospecific synthesis of the revised structure of anticapsin (3) is described. The carbonyl group of anticapsin has also been observed to be markedly electrophilic, showing a high propensity for hydration and enolisation. A possible role for the hydrated form of anticapsin during the inhibition of glucosamine synthetase is proposed.

Enantioselective total synthesis of the antifungal natural products chorotetaine, bacilysin, and anticapsin and of related compounds: Revision of the relative configuration

Wild

, p. 2748 - 2761 (2007/10/02)

Enantioselective and diastereoselective syntheses of the title antifungal natural products and some of their diastereoisomers are described. Key steps include the diastereoselective 1,6-addition of bislactim ether 14 and a stereoselective deprotonation of

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