(S)-N-Fmoc-α-Methylcyclohexylalanine
Need Assistance?
  • US & Canada:
    +
  • UK: +

(S)-N-Fmoc-α-Methylcyclohexylalanine

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

Category
Fmoc-Amino Acids
Catalog number
BAT-008264
CAS number
1934266-55-3
Molecular Formula
C25H29NO4
Molecular Weight
407.5
IUPAC Name
(2S)-3-cyclohexyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)-2-methylpropanoic acid
Synonyms
Fmoc-a-methyl-(S)-3-cyclohexylalanine
InChI
InChI=1S/C25H29NO4/c1-25(23(27)28,15-17-9-3-2-4-10-17)26-24(29)30-16-22-20-13-7-5-11-18(20)19-12-6-8-14-21(19)22/h5-8,11-14,17,22H,2-4,9-10,15-16H2,1H3,(H,26,29)(H,27,28)/t25-/m0/s1
InChI Key
BZKGQXQXVPOXKL-VWLOTQADSA-N
Canonical SMILES
CC(CC1CCCCC1)(C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24

(S)-N-Fmoc-α-Methylcyclohexylalanine is a chiral building block frequently employed in peptide and protein chemistry. Here are some key applications of (S)-N-Fmoc-α-Methylcyclohexylalanine:

Peptide Synthesis: This compound is widely used in the solid-phase synthesis of peptides. It introduces steric constraints that can impact the peptide's secondary structure. This is particularly useful in designing peptides with specific folding patterns or increased stability.

Drug Development: (S)-N-Fmoc-α-Methylcyclohexylalanine can be utilized in the synthesis of peptidomimetics, which are compounds that mimic the biological activity of peptides. These peptidomimetics often exhibit enhanced pharmacological properties, such as improved bioavailability and resistance to enzymatic degradation. As such, this compound aids in the development of new therapeutic agents.

Structural Biology: This compound helps in the study of protein-protein or protein-ligand interactions. By incorporating (S)-N-Fmoc-α-Methylcyclohexylalanine into peptides or proteins, researchers can create conformationally restricted analogs. These analogs are valuable for X-ray crystallography or NMR studies, which provide insights into molecular interactions.

Bioconjugation: (S)-N-Fmoc-α-Methylcyclohexylalanine is also used in the development of bioconjugates, where peptides are linked to other molecules such as drugs, dyes, or imaging agents. The cyclohexyl group can provide a hydrophobic interaction site, which is useful for stabilizing the conjugate or targeting specific biological environments. This enables the creation of multifunctional biomolecules for diagnostics or targeted therapies.

1. The finger-tip unit--a new practical measure
C C Long, A Y Finlay Clin Exp Dermatol. 1991 Nov;16(6):444-7. doi: 10.1111/j.1365-2230.1991.tb01232.x.
A finger-tip unit (FTU) is the amount of ointment expressed from a tube with a 5 mm diameter nozzle, applied from the distal skin-crease to the tip of the index finger. Thirty adult-patients treated various anatomical regions using FTU's of ointment. The number of FTU's required was: face and neck 2.5 (s.d. +/- 0.8); front of trunk 6.7 (s.d. +/- 1.7); back of trunk 6.8 (s.d. +/- 1.2); arm and forearm 3.3 (s.d. +/- 1.0); hand 1.2 (s.d. +/- 0.4); leg and thigh 5.8 (s.d. +/- 1.7); foot 1.8 (s.d. +/- 0.6). One FTU covers 286 cm2 (s.d. +/- 80, n = 30). In males one FTU covers 312 cm2 (s.d. +/- 90, n = 16) and in females 257 cm2 (s.d. +/- 55, n = 14). The use of the FTU in dermatological prescribing provides a readily understandable measure for both patients and doctor.
2. Finkelstein's Test Is Superior to Eichhoff's Test in the Investigation of de Quervain's Disease
Feiran Wu, Asim Rajpura, Dilraj Sandher J Hand Microsurg. 2018 Aug;10(2):116-118. doi: 10.1055/s-0038-1626690. Epub 2018 Mar 20.
Introduction de Quervain's tenosynovitis is a common pathologic condition of the hand. Finkelstein's test has long been considered to be a pathognomonic sign of this diagnosis, yet most clinicians and instruction manuals erroneously describe what is in fact the Eichhoff's test, which is thought to produce similar pain by tendon stretching in a normal wrist. The purpose of this study was to compare Finkelstein's test with Eichhoff's test in asymptomatic individuals. Materials and Methods Thirty-six asymptomatic participants (72 wrists) were examined using both Finkelstein's and Eichhoff's tests with a minimum interval of 24 hours between the tests. Results The results showed that Finkelstein's test was more accurate than Eichhoff's test. It demonstrated higher specificity, produced significantly fewer numbers of false-positive results, and also caused significantly less discomfort to patients. Conclusion This study recommends Finkelstein's test as the clinical examination of choice for the diagnosis of de Quervain's disease.
3. Craniometrics and Ventricular Access: A Review of Kocher's, Kaufman's, Paine's, Menovksy's, Tubbs', Keen's, Frazier's, Dandy's, and Sanchez's Points
Peter J Morone, Michael C Dewan, Scott L Zuckerman, R Shane Tubbs, Robert J Singer Oper Neurosurg (Hagerstown). 2020 May 1;18(5):461-469. doi: 10.1093/ons/opz194.
Intraventricular access is frequently required during neurosurgery, and when neuronavigation is unavailable, the neurosurgeon must rely upon craniometrics to achieve successful ventricular cannulation. In this historical review, we summarize the most well-described ventricular access points: Kocher's, Kaufman's, Paine's, Menovksy's, Tubbs', Keen's, Frazier's, Dandy's, and Sanchez's. Additionally, we provide multiview, 3-dimensional illustrations that provide the reader with a novel understanding of the craniometrics associated with each point.
Online Inquiry
Inquiry Basket