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404853 Sigma-Aldrich

cis-4-Aminocyclohexanecarboxylic acid

95%

  • CAS Number 3685-23-2

  • Linear Formula H2NC6H10CO2H

  • Molecular Weight 143.18

  •  Beilstein/REAXYS Number 2802522

  •  MDL number MFCD00191730

  •  PubChem Substance ID 24865274

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Properties

Related Categories Building Blocks, C7, Carbonyl Compounds, Carboxylic Acids, Chemical Synthesis,
assay   95%
mp   299-301 °C (lit.)
SMILES string   N[C@H]1CC[C@H](CC1)C(O)=O
InChI   1S/C7H13NO2/c8-6-3-1-5(2-4-6)7(9)10/h5-6H,1-4,8H2,(H,9,10)/t5-,6+
InChI key   DRNGLYHKYPNTEA-OLQVQODUSA-N

Description

General description

cis-4-aminocyclohexanecarboxylic acid (C4-ACHC, cis-ACCA) exists in zwitterionic form. Cyclohexane ring in the molecule of cis-4-aminocyclohexanecarboxylic acid is present in chair conformation. The carboxylate and ammonium groups in the molecule occupy axial and equatorial positions, respectively. It co-crystallizes with water molecules in a 2:1 (amino acid:water ratio). H-Cys-Leu-Gly-Gly-Leu-Leu-Thr-Met-Val-OH (CLG) peptide analogue containing cis-ACCA has been prepared and its activity has been studied.

Application

cis-4-Aminocyclohexanecarboxylic acid may be used in the synthesis of new analogs of arginine vasopressin (AVP). It may be used in the synthesis of cis-4-[[[(2-chloroethyl)nitrosoamino]carbonyl]methylamino]cyclohexanecarboxylic acid.

Packaging

1 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3

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Protocols & Articles
Peer-Reviewed Papers
15

References

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