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127272

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:
Molecular Weight:
194.27
Beilstein:
641412
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

chunks

mp

134-137 °C (lit.)

functional group

carboxylic acid

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 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

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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
Xue Li et al.
ChemMedChem, 15(3), 274-283 (2019-11-26)
Nanomedicine recently emerged as a novel strategy to improve the performance of radiotherapy. Herein we report the first application of radioenhancers made of nanoscale metal-organic frameworks (nanoMOFs), loaded with gemcitabine monophosphate (Gem-MP), a radiosensitizing anticancer drug. Iron trimesate nanoMOFs possess
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
Beili Wang et al.
Environmental science & technology, 53(2), 1022-1030 (2018-12-18)
The nontargeted scanning chemical profiling approach has shown great potential to identify unknown pollutants or novel biological markers; however, the structure identification of unknown compounds is a challenge. In this study, a carboxyl-specific derivatization reagent, N-(4-aminomethylphenyl) pyridinium (AMPP), was coupled

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