147900-45-6

Basic information

• Product Name: Cyclohexanecarboxylicacid, 4-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-, cis-
• Synonyms: trans-4-(Fmoc-amino)cyclohexanecarboxylic acid
• CAS NO: 147900-45-6
• Molecular Formula: C₂₂H₂₃NO₄
• Molecular Weight: 365.42
• Product Categories: FMOC;Alicyclic Amino Acids;Peptide Synthesis;Unnatural Amino Acid Derivatives
• Mol File: 147900-45-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 596.9 °C at 760 mmHg
• Flash Point: 314.8 °C
• Appearance: /
• Density: 1.29 g/cm³
• Storage Temp.: 2-8°C
• PKA: 4.87±0.25(Predicted)
• BRN: 8455175
• CAS DataBase Reference: Cyclohexanecarboxylicacid, 4-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-, cis-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexanecarboxylicacid, 4-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-, cis-(147900-45-6)
• EPA Substance Registry System: Cyclohexanecarboxylicacid, 4-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-, cis-(147900-45-6)

Safety Data

• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 147900-45-6(Hazardous Substances Data)

Usage

Chemical Properties

White crystalline powder

Upstream product

• 3685-23-2 cis-4-aminocyclohexane-1-carboxylic acid 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 
• 150-13-0 4-amino-benzoic acid 

Downstream Products

• 905592-97-4 C₃₃H₄₀FN₇O₄ 
• 905593-02-4 C₃₄H₄₀F₃N₇O₄ 
• 905593-07-9 C₃₃H₄₁N₇O₄ 
• 905593-12-6 C₃₃H₄₀N₈O₆ 
• 1133164-88-1 C₅₃H₆₂N₉O₁₇PS 

Relevant articles and documents

Synthesis, biological evaluation, and docking studies of PAR2-AP-derived pseudopeptides as inhibitors of kallikrein 5 and 6

A series of protease activated receptor 2 activating peptide (PAR2-AP) derivatives (1-15) were designed and synthesized. The obtained compounds were tested on a panel of human kallikreins (hKLK1, hKLK2, hKLK5, hKLK6, and hKLK7) and were found completely i

Synthesis and Opioid Activity of Dynorphin A-(1-13)NH2 Analogues Containing cis- and trans-4-Aminocyclohexanecarboxylic acid

It has been proposed that the "message" sequence of dynorphin A (Dyn A) exists in an extended conformation in aqueous solution (Schiller, P.W.Int.J.Pept.Protein Res. 1983, 21 307-312).Molecular modeling suggested that trans-4-aminocyclohexanecarboxylic acid (trans-ACCA) might function as a conformationally constrained replacement for Gly2-Gly3 of Dyn A in such an extended conformation.ACCA was synthesized by catalytic hydrogenation of p-aminobenzoic acid, and the cis and trans isomers were separated by fractional recrystallization.Analogues ofDyn A-(1-13)-NH2 containing cis- and trans-ACCA were prepared by solid-phase peptide synthesis using the Fmoc chemical protocol.Results from radioligand binding assays indicated that the peptides have modest affinity for κ opioid receptors (Ki's = 9.1 and 13.4 nM for 2-3>- and 2-3>Dyn A-(1-13)NH2, respectively) and modest κ-receptor selectivity (Ki ratio (κ/μ/δ) = 1/13/210 and 1/21/103, respectively) 2-3>- and 2-3>Dyn A-(1-13)-NH2 are the first reported Dyn A analogues constrained in the "message" sequence that are selective for κ receptors.The cis-ACCA analogue showed very weak opioid activity (IC50 = 4.0 μM) in the guinea pig ileum.