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Sigma-Aldrich

5-Aminovaleric acid

97%, for peptide synthesis

Synonym(s):

5-AVA, 5-Aminopentanoic acid, Homopiperidinic acid

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About This Item

Linear Formula:
NH2(CH2)4CO2H
CAS Number:
660-88-8
Molecular Weight:
117.15
Beilstein:
906833
EC Number:
211-544-5
MDL number:
MFCD00008232
UNSPSC Code:
12352106
PubChem Substance ID:
24847525
NACRES:
NA.22

product name

5-Aminovaleric acid, 97%

Assay

97%

form

solid

reaction suitability

reaction type: solution phase peptide synthesis

mp

158-161 °C (lit.)

application(s)

peptide synthesis

SMILES string

NCCCCC(O)=O

InChI

1S/C5H11NO2/c6-4-2-1-3-5(7)8/h1-4,6H2,(H,7,8)

InChI key

JJMDCOVWQOJGCB-UHFFFAOYSA-N

Gene Information

human ... SLC15A1(6564)

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Application

5-Aminovaleric acid (5-AVA) is used:
  • In the preparation of (5-AVA)x(MA)1-xPbI3, a perovskite for fabricating printable mesoscopic perovskite solar cell.
  • As a spacer in the synthesis of rhenium and technetium-99m labeled insulin.
  • To synthesize dipeptides that self-assemble to form nanotubes in the solid state as well as in solution over a wide range of pH.
  • As a starting material in the total synthesis of an alkaloid, lycoposerramine Z.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis and characterization of rhenium and technetium-99m labeled insulin.
Sundararajan C, et al.
Journal of Medicinal Chemistry, 53(6), 2612-2621 (2010)
cis-Decahydroquinolines via asymmetric organocatalysis: Application to the total synthesis of lycoposerramine Z.
Bradshaw B, et al.
Organic Letters, 15(2), 326-329 (2012)
A hole-conductor?free, fully printable mesoscopic perovskite solar cell with high stability.
Mei A, et al.
Science, 345(6194), 295-298 (2014)
G A van den Berg et al.
Journal of chromatography, 339(2), 223-231 (1985-05-03)
The mass fragmentographic identification of N-(2-carboxyethyl)-4-amino-n-butyric acid, N-(3-aminopropyl)-N1-(2-carboxyethyl)-1,4-diaminobutane, N,N1-bis(2-carboxyethyl)-1,4-diaminobutane, and delta-aminovaleric acid in acid-hydrolysed urines of a normal person and two cancer patients is described. A previous study, in which the metabolic fate of intraperitoneally injected polyamines in rats was
J C Fothergill et al.
Journal of general microbiology, 99(1), 139-155 (1977-03-01)
Pseudomonas aeruginosa PACI grows poorly on L-lysine as sole source of carbon but mutant derivatives which grow rapidly were readily isolated. Studies with one such mutant, P. aeruginosa PAC586, supported the existence of a route for L-lysine catabolism which differes
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