tert -leucine
Structural formula | |||||||||||||||||||
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L - tert -Leucine (left) or D - tert -Leucine (right) | |||||||||||||||||||
General | |||||||||||||||||||
Surname | tert -leucine | ||||||||||||||||||
other names |
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Molecular formula | C 6 H 13 NO 2 | ||||||||||||||||||
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properties | |||||||||||||||||||
Molar mass | 131.18 g mol −1 | ||||||||||||||||||
Physical state |
firmly |
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Melting point |
> 300 ° C (decomposition) |
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safety instructions | |||||||||||||||||||
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As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . |
tert -Leucine (Terleucine) is a chiral , non- proteinogenic α- amino acid , of which the two enantiomers L - tert -Leucine [Synonym: ( S ) - tert -Leucine] and D - tert -Leucine [Synonym: ( R ) - tert -Leucine] exist. Structurally, tert- leucinecan bederivedfrom 3,3-dimethylbutyric acid via the substitution of an α- hydrogen atom by an amino group (-NH 2 ). tert -leucine belongs together with its structural isomers of leucine , isoleucine and norleucine for the substance group of Leucine .
Occurrence
tert -Leucine occurs naturally as a component of the peptide antibiotic bottromycin A , which is produced by the soil bacterium Streptomyces bottropensis . It is also a component of some antimicrobial marine sponges .
presentation
L - tert - leucine is currently being produced on an enzymatic scale on a ton scale and is intended to be used as a chiral intermediate in the synthesis of drugs for the treatment of cancer or AIDS .
Individual evidence
- ↑ a b L-tert-Leucine data sheet from Sigma-Aldrich , accessed on May 29, 2011 ( PDF ).
- ↑ D. Schipper: The revised structure of bottromycin A2. In: Journal of Antibiotics . Volume 36, No. 8, August 1983, pp. 1076-1077, PMID 6630058 .
- ↑ N. Fusetani, S. Matsunaga: Bioactive sponge peptides. In: Chemical Reviews . Volume 93, 1993, pp. 1793-1806, doi: 10.1021 / cr00021a007 .
- ↑ Lutz Krieg: Screening and characterization of new amino acid amidases for racemate resolution - cloning and expression of a D-amidase from Variovorax paradoxus in E. coli. Dissertation, Heinrich Heine University Düsseldorf, 2002, p. 6, urn : nbn: de: hbz: 061-20030609-000528-2 ( PDF ).
- ↑ Page no longer available , search in web archives: Information from the manufacturer Degussa. ( Page no longer available , search in web archives ) Info: The link was automatically marked as defective. Please check the link according to the instructions and then remove this notice.