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07617

Sigma-Aldrich

cis-2-Aminocyclohexanecarboxylic acid

≥95.0% (NT)

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About This Item

Empirical Formula (Hill Notation):
C7H13NO2
CAS Number:
Molecular Weight:
143.18
Beilstein:
3196017
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

Assay

≥95.0% (NT)

form

crystalline

color

beige

mp

~240 °C (dec.)

application(s)

peptide synthesis

SMILES string

N[C@H]1CCCC[C@H]1C(O)=O

InChI

1S/C7H13NO2/c8-6-4-2-1-3-5(6)7(9)10/h5-6H,1-4,8H2,(H,9,10)/t5-,6+/m1/s1

InChI key

USQHEVWOPJDAAX-RITPCOANSA-N

Storage Class Code

13 - Non 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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William C Pomerantz et al.
Journal of the American Chemical Society, 133(34), 13604-13613 (2011-08-06)
We have examined the effect of β-peptide modifications on the propensity of these helical molecules to form lyotropic liquid crystalline (LC) phases in water. All of the β-peptides we have examined contain 10 residues. In each case, at least three
Anasztázia Hetényi et al.
Journal of the American Chemical Society, 127(2), 547-553 (2005-01-13)
Homo-oligomers constructed by using trans-2-aminocyclohexanecarboxylic acid monomers without protecting groups were studied. Both ab initio theory and NMR measurements showed that the tetramer tends to adopt a 10-helix motif, while the pentamer and hexamer form the known 14-helix. It was
Betas are brought into the fold.
B L Iverson
Nature, 385(6612), 113-113 (1997-01-09)
Arpád Balázs et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 15(30), 7376-7381 (2009-06-25)
The Pd(II)-catalyzed intramolecular oxidative cyclization of tosyl-protected cis- and trans-N-allyl-2-aminocyclohexanecarboxamides was examined, and efficient syntheses of cyclohexane-fused pyrimidin-4-ones and 1,5-diazocin-6-ones were developed. In the course of the research, a marked solvent effect was observed on both the regio- and diastereoselectivity.
Matthew G Woll et al.
Journal of the American Chemical Society, 124(42), 12447-12452 (2002-10-17)
A stereoselective synthetic route is reported for the introduction of side chains at the 3-position of trans-2-aminocyclopentanecarboxylic acid (ACPC). Ring opening of the aziridine 2-benzyloxymethyl-6-azabicyclo[3.1.0]hexane with selected nucleophiles occurs in a regioselective manner and provides ACPC precursors with functional groups

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