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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/REAXYS Number:
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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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Ariel Kwaka et al.
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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)
Synthesis and characterization of rhenium and technetium-99m labeled insulin.
Sundararajan C, et al.
Journal of Medicinal Chemistry, 53(6), 2612-2621 (2010)
A Santos et al.
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7-Ethyl-10[4-(1-piperidino)-1-piperidino] carbonyloxy-camptothecin (CPT-11), a DNA topoisomerase I inhibitor, undergoes several metabolic pathways to generate conjugated and unconjugated derivatives that could be excreted from the body. The objective of this study was to determine the oxidative metabolites of CPT-11 recovered in
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