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07618

Sigma-Aldrich

trans-2-Aminocyclohexanecarboxylic acid

≥97.0%

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About This Item

Empirical Formula (Hill Notation):
C7H13NO2
CAS Number:
5691-19-0
Molecular Weight:
143.18
Beilstein:
3196018
MDL number:
MFCD00145418
UNSPSC Code:
12352106
PubChem Substance ID:
329748496
NACRES:
NA.22

Quality Level

100

Assay

≥97.0%

form

powder

reaction suitability

reaction type: solution phase peptide synthesis

color

white to faint beige

mp

~255 °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-PHDIDXHHSA-N

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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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Lot/Batch Number
BCBP3621V

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D H Appella et al.
Nature, 387(6631), 381-384 (1997-05-22)
Proteins and RNA are unique among known polymers in their ability to adopt compact and well-defined folding patterns. These two biopolymers can perform complex chemical operations such as catalysis and highly selective recognition, and these functions are linked to folding
Ulf Strijowski et al.
Organic & biomolecular chemistry, 2(8), 1105-1109 (2004-04-06)
A series of cyclic peptides containing either cis- or trans-2-aminocyclohexane carboxylic acid as mimics for L-proline has been synthesized and their structural properties have been investigated using NMR and MD methods.
Nóra V Nagy et al.
Inorganic chemistry, 51(3), 1386-1399 (2012-01-10)
With the aim of an improved understanding of the metal-complexation properties of alicyclic β-amino acid stereoisomers, and their peptides, the complex equilibria and modes of coordination with copper(II) of L-phenylalanine (F) derivatives of cis/trans-2-aminocyclohexanecarboxylic acid (c/tACHC), i.e. the dipeptides F-c/tACHC
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
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.
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