218693
1-Aminocyclohexanecarboxylic acid
98%
Synonym(s):
Homocycloleucine
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About This Item
Linear Formula:
H2NC6H10CO2H
CAS Number:
Molecular Weight:
143.18
UNSPSC Code:
12352106
NACRES:
NA.22
PubChem Substance ID:
EC Number:
220-411-0
Beilstein/REAXYS Number:
2355692
MDL number:
InChI key
WOXWUZCRWJWTRT-UHFFFAOYSA-N
InChI
1S/C7H13NO2/c8-7(6(9)10)4-2-1-3-5-7/h1-5,8H2,(H,9,10)
SMILES string
NC1(CCCCC1)C(O)=O
assay
98%
form
solid
reaction suitability
reaction type: solution phase peptide synthesis
mp
>300 °C (lit.)
application(s)
peptide synthesis
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Wioleta Kowalczyk et al.
Journal of medicinal chemistry, 47(24), 6020-6024 (2004-11-13)
The synthesis and some pharmacological properties of two sets of analogues, one consisting of six peptides with 1-aminocyclohexane-1-carboxylic acid (Acc) in position 2 and the other with the amino acid in position 3, have been described. All the peptides were
Mitsunobu Doi et al.
Biochemical and biophysical research communications, 297(1), 138-142 (2002-09-11)
Endomorphin (EM2, Tyr-Pro-Phe-Phe-NH(2)) can assume various conformations related to cis/trans-rotamers of the amide linkage of Tyr-Pro. To control isomerization, restricted or flexible components have been introduced at the Pro position. We focused on [Chx(2)]EM2, an EM2 analogue substituting 1-aminocyclohexane-1-carboxlylic acid
A Romanelli et al.
Journal of peptide science : an official publication of the European Peptide Society, 7(1), 15-26 (2001-03-14)
Secondary structure formation and stability are essential features in the knowledge of complex folding topology of biomolecules. To better understand the relationships between preferred conformations and functional properties of beta-homo-amino acids, the synthesis and conformational characterization by X-ray diffraction analysis
Olga Labudda-Dawidowska et al.
Journal of medicinal chemistry, 48(25), 8055-8059 (2005-12-13)
In the present work, a sterically constrained noncoded amino acid, 1-aminocyclohexane-1-carboxylic acid (Acc), was substituted in position 8 of the peptide chain of bradykinin (BK) and position 6, 7, or 8 of its B2 receptor antagonist [D-Arg0,Hyp3,Thi,(5,8)D-Phe7]BK, previously synthesized by
B L Shulkin et al.
Journal of neurochemistry, 64(3), 1252-1257 (1995-03-01)
The delivery of large neutral amino acids (LNAAs) to brain across the blood-brain barrier (BBB) is mediated by the L-type neutral amino acid transporter present in the membranes of the brain capillary endothelial cell. In experimental animals, the L-system transporter
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