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Sigma-Aldrich

1-Adamantaneacetic acid

98%

Synonym(s):

1-Adamantylacetic acid

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About This Item

Empirical Formula (Hill Notation):
C12H18O2
CAS Number:
4942-47-6
Molecular Weight:
194.27
Beilstein/REAXYS Number:
641412
EC Number:
225-585-1
MDL number:
MFCD00074728
UNSPSC Code:
12352100
PubChem Substance ID:
24847774
NACRES:
NA.22

Quality Level

200

assay

98%

form

chunks

mp

134-137 °C (lit.)

SMILES string

OC(=O)CC12C[C@H]3C[C@H](C[C@H](C3)C1)C2

InChI

1S/C12H18O2/c13-11(14)7-12-4-8-1-9(5-12)3-10(2-8)6-12/h8-10H,1-7H2,(H,13,14)/t8-,9+,10-,12-

InChI key

AOTQGWFNFTVXNQ-GOCCLTDMSA-N

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Application

1-Adamantaneacetic acid was used as an acylating agent in determining pharmacological characteristics of ten new analogues of bradykinin (Arg-Pro-Pro-Gly-Phe-Ser-Pro-Phe-Arg) that were modified in the N-terminal part of the molecule.

Biochem/physiol Actions

1-Adamantaneacetic acid is an inhibitor of chorismate mutase-prephenate dehydrogenase (EC 1.3.1.12) from Escherichia coli K12 (strain JP 232).

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)

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G D Smith et al.
The Biochemical journal, 165(1), 121-126 (1977-07-01)
Several derivatives of phenylalanine and tyrosine were prepared and tested for inhibition of chorismate mutase-prephenate dehydrogenase (EC 1.3.1.12) from Escherichia coli K12 (strain JP 232). The best inhibitors were N-toluene-p-sulphonyl-L-phenylalanine, N-benzenesulphonyl-L-phenylalanine and N-benzloxycarbonyl-L-phenylalanine. Consequently two compounds, N-toluene-sulphonyl-L-p-aminophenylalanine and N-p-aminobenzenesulphonyl-L-phenylalanine, were
Joshua E Mealy et al.
Advanced materials (Deerfield Beach, Fla.), 30(20), e1705912-e1705912 (2018-03-31)
Injectable hydrogels are useful for numerous biomedical applications, such as to introduce therapeutics into tissues or for 3D printing. To expand the complexity of available injectable hydrogels, shear-thinning and self-healing granular hydrogels are developed from microgels that interact via guest-host
Alexander Trifonov et al.
ACS nano, 13(8), 8630-8638 (2019-07-17)
Through a careful chemical and bioelectronic design we have created a system that uses self-assembly of enzyme-nanoparticle hybrids to yield bioelectrocatalytic functionality and to enable the harnessing of electrical power from biomass. Here we show that mixed populations of hybrids
Juan Manuel Gutierrez-Villagomez et al.
Talanta, 162, 440-452 (2016-11-14)
In this study, we report for the first time the efficiency of pentafluorobenzyl bromide (PFBBr) for naphthenic acid (NA) mixtures derivatization, and the comparison in the optimal conditions to the most common NAs derivatization reagents, BF
Małgorzata Sleszyńska et al.
International journal of peptide research and therapeutics, 18(2), 117-124 (2012-05-18)
In the current work we present some pharmacological characteristics of ten new analogues of bradykinin (Arg-Pro-Pro-Gly-Phe-Ser-Pro-Phe-Arg) modified in the N-terminal part of the molecule with a variety of acyl substituents. Of the many acylating agents used previously with B(2) receptor
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