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123188

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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A hole-conductor?free, fully printable mesoscopic perovskite solar cell with high stability.
Mei A, et al.
Science, 345(6194), 295-298 (2014)
Dipeptide Nanotubes, with N-Terminally Located ω-Amino Acid Residues, That are Stable Proteolytically, Thermally, and Over a Wide Range of pH.
Guha S, et al.
Chemistry of Materials, 20(6), 2282-2290 (2008)
cis-Decahydroquinolines via asymmetric organocatalysis: Application to the total synthesis of lycoposerramine Z.
Bradshaw B, et al.
Organic Letters, 15(2), 326-329 (2012)
Synthesis and characterization of rhenium and technetium-99m labeled insulin.
Sundararajan C, et al.
Journal of Medicinal Chemistry, 53(6), 2612-2621 (2010)
Sylvain Poujol et al.
Clinical chemistry, 49(11), 1900-1908 (2003-10-28)
We developed gradient HPLC methods for quantification of the antimitotic drug irinotecan (CPT-11) and its four metabolites, SN-38, SN-38 G, 7-ethyl-10-[4-N-(5-aminopentanoic acid)-1-piperidino]-carbonyloxycamptothecin (APC), and 7-ethyl-10-[4amino-1-piperidino]-carbonyloxycamptothecin (NPC), as the sum of the lactone and carboxylate forms, in human plasma and saliva.
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