Norvaline

Structural formula
	Structural formula of L- norvaline
General
Surname	L - (+) - norvaline
other names	( S ) - (+) - 2-aminopentanoic acid; L - (+) - α-aminovaleric acid; ( S ) -Norvaline; n -propylglycine;
Molecular formula	C 5 H 11 NO 2
Brief description	colorless, small leaflets
External identifiers / databases
EC number	229-543-3
ECHA InfoCard	100,026,858
PubChem	65098
ChemSpider	58608
DrugBank	DB04185
Wikidata	Q418707
properties
Molar mass	117.15 g mol −1
Physical state	firmly
Melting point	305 ° C ( L- norvaline); 307 ° C ( D- norvaline); 303 ° C ( racemate );
solubility	easily soluble in hot water
safety instructions
GHS labeling of hazardous substances	no GHS pictograms
	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 .

Norvaline is a non-proteinogenic α- amino acid . Structurally, passes L -Norvalin by substitution of the α-hydrogen atom by an amino group (-NH ₂ ) of the valeric acid from. L - valine and L - isovaline are constitutional isomers of L- norvaline.

By decarboxylation of norvaline produced n -butylamine . Its common name Norvalamin indicates this reaction.

application

L- norvaline inhibits the enzyme arginase so that the arginine concentration increases. Norvaline can be incorporated into proteins instead of L- leucine.

Individual evidence

↑ ^a ^b ^c ^d ^e Entry on Norvalin. In: Römpp Online . Georg Thieme Verlag, accessed on June 26, 2014.
↑ ^a ^b L- Norvaline data sheet from Sigma-Aldrich , accessed on November 8, 2016 ( PDF ).

↑ CI Chang, JC Liao, L. Kuo: Arginase modulates nitric oxide production in activated macrophages , in: American Journal of Physiology , 1998 , 274 (1 Pt 2), pp. 342-348 ( full text ( Memento from January 14, 2016 in the Internet Archive ); PMID 9458885 ).

↑ Izydor Apostol, Joseph Levine, Julie Lippincott, Jeanette Leach, Edward Hess, Christopher B. Glascock, Michael J. Weickert, Richard Blackmore: Incorporation of Norvaline at Leucine Positions in Recombinant Human Hemoglobin Expressed in Escherichia coli , in: J. Biol. Chem. , 1997 , 272 (46), pp. 28980-28988 ( doi : 10.1074 / jbc.272.46.28980 ; PMID 9360970 ).

[Römpp-1] Entry on Norvalin. In: Römpp Online . Georg Thieme Verlag, accessed on June 26, 2014.

[Sigma-2] L- Norvaline data sheet from Sigma-Aldrich , accessed on November 8, 2016 ( PDF ).

[3] CI Chang, JC Liao, L. Kuo: Arginase modulates nitric oxide production in activated macrophages , in: American Journal of Physiology , 1998 , 274 (1 Pt 2), pp. 342-348 ( full text ( Memento from January 14, 2016 in the Internet Archive ); PMID 9458885 ).

[4] Izydor Apostol, Joseph Levine, Julie Lippincott, Jeanette Leach, Edward Hess, Christopher B. Glascock, Michael J. Weickert, Richard Blackmore: Incorporation of Norvaline at Leucine Positions in Recombinant Human Hemoglobin Expressed in Escherichia coli , in: J. Biol. Chem. , 1997 , 272 (46), pp. 28980-28988 ( doi : 10.1074 / jbc.272.46.28980 ; PMID 9360970 ).