Boc-L-glutamine
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Boc-L-glutamine

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Category
BOC-Amino Acids
Catalog number
BAT-002780
CAS number
13726-85-7
Molecular Formula
C10H18N2O5
Molecular Weight
246.30
Boc-L-glutamine
IUPAC Name
(2S)-5-amino-2-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxopentanoic acid
Synonyms
Boc-L-Gln-OH; tert-Butoxycarbonyl-L-glutamine
Appearance
White powder
Purity
≥ 99.5% (Chiral HPLC)
Density
1.243 g/cm3(rough estimate)
Melting Point
115-123 °C
Boiling Point
389.26°C (rough estimate)
Storage
Store at 2-8°C
InChI
InChI=1S/C10H18N2O5/c1-10(2,3)17-9(16)12-6(8(14)15)4-5-7(11)13/h6H,4-5H2,1-3H3,(H2,11,13)(H,12,16)(H,14,15)/t6-/m0/s1
InChI Key
VVNYDCGZZSTUBC-LURJTMIESA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CCC(=O)N)C(=O)O

Boc-L-glutamine, a protected variant of the amino acid glutamine, plays a pivotal role in peptide synthesis and biochemical research. Here are four key applications of Boc-L-glutamine:

Peptide Synthesis: Serving as a fundamental component in solid-phase peptide synthesis, Boc-L-glutamine acts as a shield for the glutamine side chain, safeguarding against undesired reactions. Its utilization guarantees precise and efficient peptide construction, a critical aspect in the creation of peptides utilized in pharmaceuticals and biological investigations.

Protein Structure Studies: Within protein studies, Boc-L-glutamine finds its place as a robust analog for probing protein folding and functionality. By integrating Boc-L-glutamine into proteins in lieu of glutamine, researchers can scrutinize alterations in protein structure and stability. These investigations are imperative for deciphering protein interactions and crafting therapeutics that target specific protein architectures.

Biochemical Research: Functioning as a shielded amino acid, Boc-L-glutamine proves invaluable in examining enzyme mechanics and substrate specificity. Scientists leverage Boc-L-glutamine in assays to explore how enzymes process substrate analogs, unveiling insights into catalytic mechanisms. This comprehension aids in drug discovery by pinpointing potential enzyme inhibitors or enhancers.

Nutraceutical Development: Beyond conventional roles, Boc-L-glutamine is being investigated for its potential in formulating health supplements, particularly aimed at bolstering gut health and immune function. Its stability as a safeguarded compound facilitates controlled release and absorption in the digestive system. Such applications hold promise in fortifying gut integrity and enhancing immune responses, showcasing the versatility of Boc-L-glutamine in nutraceutical realms.

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