Neopentyl glycine

Structural formula
L -neopentylglycine (left) or D -neopentylglycine (right)
General
Surname	Neopentyl glycine
other names	γ-methylleucine tert -butylalanine
Molecular formula	C 7 15 36 NO 2
External identifiers / databases
CAS number 57224-50-7 EC number 611-484-3 ECHA InfoCard 100.130.138 PubChem 24886574 ChemSpider 168368 Wikidata Q2782565
properties
Molar mass	145.20 g mol −1
Physical state	firmly
safety instructions
GHS labeling of hazardous substances no GHS pictograms H and P phrases H: no H-phrases P: no P-phrases
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Neopentylglycine (abbreviated as Neo ) is a non-proteinogenic α- amino acid and can be produced using a modified Strecker reaction according to Patel & Worsley et al. getting produced.

The L - isomer can be isolated in good yields (approx. 75%) with an ee of 99.9% via an enzymatic reduction of the analogous 2-oxo acid ( 2-oxo-3,3-dimethylpentylic acid ) with LeuDH . The research group reports from a 30 kg approach.

The L - isomer is highly lipophilic and due to the space - filling structure this amino acid can e.g. B. be used for conformation studies of proteins .

According to the Sigma-Aldrich safety data sheet, the compound has not yet been fully analyzed for its toxicological and (bio) chemical properties.

Individual evidence

1. ↑ ^{a b c d} data sheet L-α-Neopentylglycine from Sigma-Aldrich , accessed on May 22, 2017 ( PDF ).
2. ↑ ^{a b} J. L. Fauchère, C. Petermann: Synthesis of gamma-methyl-L-leucine (neopentylglycine, Neo) and derivatives suitable for peptide synthesis. In: International journal of peptide and protein research. Volume 18, Number 3, September 1981, pp. 249-255, PMID 7341518 .
3. ↑ G. Krix, S. Bommarius, Journal of Biotechnology 1997 , 53, pp. 29-39