CAS 144701-25-7

(αR)-α-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]cyclohexanepropanoic acid

Description:

The chemical substance known as (αR)-α-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]cyclohexanepropanoic acid, with the CAS number 144701-25-7, is a synthetic amino acid derivative commonly used in peptide synthesis and research. It features a fluorenylmethoxycarbonyl (Fmoc) protecting group, which is widely utilized in solid-phase peptide synthesis due to its stability and ease of removal under mild conditions. The compound possesses a cyclohexane ring, contributing to its unique steric and electronic properties, which can influence the conformation and reactivity of peptides in which it is incorporated. Its structure includes both an amino group and a carboxylic acid group, making it an α-amino acid, which is essential for peptide bond formation. The specific stereochemistry indicated by (αR) suggests that it has a defined spatial arrangement, which is crucial for biological activity and interaction with enzymes or receptors. Overall, this compound is significant in the field of medicinal chemistry and biochemistry for its role in the development of peptide-based therapeutics.

Formula: C₂₄H₂₇NO₄

InChI: InChI=1S/C24H27NO4/c26-23(27)22(14-16-8-2-1-3-9-16)25-24(28)29-15-21-19-12-6-4-10-17(19)18-11-5-7-13-20(18)21/h4-7,10-13,16,21-22H,1-3,8-9,14-15H2,(H,25,28)(H,26,27)/t22-/m1/s1

InChI key: InChIKey=HIJAUEZBPWTKIV-JOCHJYFZSA-N

SMILES: C(OC(N[C@H](CC1CCCCC1)C(O)=O)=O)C2C=3C(C=4C2=CC=CC4)=CC=CC3

Synonyms:

• (2R)-3-Cyclohexyl-2-([[(9H-fluoren-9-yl)methoxy]carbonyl]amino)propanoic acid
• (αR)-α-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]cyclohexanepropanoic acid
• 3-cyclohexyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-alanine
• Cyclohexanepropanoic acid, α-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-, (R)-
• Cyclohexanepropanoic acid, α-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-, (αR)-
• Fmoc-(R)-3-Cyclohexylalanine
• Fmoc-.beta.-cyclohexyl-D-Ala-OH
• Fmoc-D-Cha-OH
• N-alpha-(9-fluorenylmethyloxycarbonyl)-D-cyclohexylalanine

Fmoc-β-cyclohexyl-D-Ala-OH

CAS: 144701-25-7

Bachem ID: 4025331.

Formula: C₂₄H₂₇NO₄

Purity: 99.8%

Color and Shape: White Powder

Molecular weight: 393.48

Ref: 01-4025331

Cyclohexanepropanoic acid, α-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-, (αR)-

CAS: 144701-25-7

Formula: C₂₄H₂₇NO₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 393.4755

Ref: IN-DA001K1U

Fmoc-D-Cha-OH

CAS: 144701-25-7

Molecular weight: 393.48

Ref: 7W-GM7222

Fmoc-D-Cha-OH

CAS: 144701-25-7

Fmoc-D-Cha-OH

Purity: ≥98%

Molecular weight: 393.48g/mol

Ref: 54-BUP19529

Fmoc-D-Cha-OH

CAS: 144701-25-7

Fmoc-D-Cha-OH

Formula: C₂₄H₂₇NO₄

Purity: 99%

Color and Shape: white solid

Molecular weight: 393.48g/mol

Ref: 54-OR36370

Fmoc-D-Cha-OH

CAS: 144701-25-7

Fmoc-D-Cha-OH (FDCO) is an apoptotic DNase γ inhibitor that inhibits the release of HMGB1.

Formula: C₂₄H₂₇NO₄

Purity: 98.62%

Color and Shape: Solid

Molecular weight: 393.48

Ref: TM-T66703

Fmoc-D-Cha-OH

CAS: 144701-25-7

Color and Shape: Neat

Ref: TR-F680008

Fmoc-D-Cha-OH

CAS: 144701-25-7

M06286 - Fmoc-D-Cha-OH

Formula: C₂₄H₂₇NO₄

Purity: 97%

Color and Shape: Solid

Molecular weight: 393.483

Ref: 10-M06286

Fmoc-β-cyclohexyl-D-alanine

CAS: 144701-25-7

Fmoc-beta-cyclohexyl-D-alanine is a fragment of the cyclic peptide cyclohexylalanine and has been shown to inhibit cell growth in culture. It binds to DNA in a transcriptional manner and induces apoptosis, which is characterized by dna fragmentation. Fmoc-beta-cyclohexyl-D-alanine also inhibits extracellular signal-regulated kinase (ERK) activity, leading to reduced expression of antiapoptotic proteins such as Bcl2 and BclXL. This drug has been shown to induce apoptosis in cells that have been transfected with an antiapoptotic vector.

Formula: C₂₄H₂₇NO₄

Purity: Min. 95%

Molecular weight: 393.48 g/mol

Ref: 3D-FF55913