(S)-N-BOC-a-ethylalanine
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(S)-N-BOC-a-ethylalanine

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Category
BOC-Amino Acids
Catalog number
BAT-014119
CAS number
151171-11-8
Molecular Formula
C10H19NO4
Molecular Weight
217.26
(S)-N-BOC-a-ethylalanine
IUPAC Name
(2S)-2-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acid
Synonyms
Boc-L-Isovaline
Appearance
White to Pale Yellow Powder
Purity
≥ 99.5% by Chiral HPLC
Density
1.1±0.1 g/cm3
Boiling Point
341.8±25.0 °C at 760 mmHg
Storage
Store at 2-8 °C
InChI
InChI=1S/C10H19NO4/c1-6-10(5,7(12)13)11-8(14)15-9(2,3)4/h6H2,1-5H3,(H,11,14)(H,12,13)/t10-/m0/s1
InChI Key
SHZXLTCEPXVCSV-JTQLQIEISA-N
Canonical SMILES
CCC(C)(C(=O)O)NC(=O)OC(C)(C)C

(S)-N-BOC-α-ethylalanine, a chiral amino acid derivative extensively employed in chemical and pharmaceutical research, offers a diverse range of applications presented with high perplexity and burstiness:

Synthesis of Peptides: Embedded in the intricate landscape of peptide synthesis, (S)-N-BOC-α-ethylalanine assumes a pivotal role in orchestrating the meticulous construction of peptides and proteins with unparalleled specificity. The BOC protecting group facilitates the methodical assembly of peptide chains through solid-phase peptide synthesis, culminating in the creation of intricate peptides with purity and specificity unmatched in the chemical realm.

Pharmaceutical Research: Within the realm of drug development, (S)-N-BOC-α-ethylalanine emerges as a critical intermediary in the synthesis of pharmaceutical compounds, particularly those targeting enantiomerically pure molecules. Its chiral essence empowers the production of specific enantiomers imbued with desired therapeutic effects, enabling researchers to explore structure-activity relationships and pioneer customized medications with distinct properties tailored to individual needs.

Asymmetric Synthesis: The integration of (S)-N-BOC-α-ethylalanine in asymmetric synthesis stands as a cornerstone in generating optically active compounds boasting precise stereochemistry—a pivotal element influencing biological activity and pharmacokinetics. This application plays a pivotal role in shaping the chemical synthesis landscape by spearheading the development of chiral catalysts and diverse chiral synthesis methodologies, injecting complexity and variability into the realm of chemical synthesis.

Chemical Biology: Embedded within the intricate tapestry of chemical biology, (S)-N-BOC-α-ethylalanine serves as a valuable instrument for delving into protein-ligand interactions and enzyme mechanisms. By incorporating this amino acid derivative into protein sequences, researchers can unravel the intricate roles of specific residues in protein function and stability, propelling the design of targeted inhibitors or activators that propel biochemical research forward with a nuanced blend of intricacy and diversity.

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.
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