N-α-(t-Butoxycarbonyl)-D-glutamine 4-nitrophenyl ester
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N-α-(t-Butoxycarbonyl)-D-glutamine 4-nitrophenyl ester

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

Category
BOC-Amino Acids
Catalog number
BAT-003100
CAS number
74086-23-0
Molecular Formula
C16H21N3O7
Molecular Weight
367.35
N-α-(t-Butoxycarbonyl)-D-glutamine 4-nitrophenyl ester
IUPAC Name
(4-nitrophenyl) (2R)-5-amino-2-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxopentanoate
Synonyms
Boc-D-Gln-ONp; BOC-D-GLUTAMINE P-NITROPHENYL ESTER; BOC-D-GLUTAMINE 4-NITROPHENYL ESTER; BOC-D-GLUTAMINE-ONP; T-BUTYLOXYCARBONYL-D-GLUTAMINE P-NITROPHENYL ESTER
Purity
≥ 95%
Storage
Store at 2-8 °C
InChI
InChI=1S/C16H21N3O7/c1-16(2,3)26-15(22)18-12(8-9-13(17)20)14(21)25-11-6-4-10(5-7-11)19(23)24/h4-7,12H,8-9H2,1-3H3,(H2,17,20)(H,18,22)/t12-/m1/s1
InChI Key
HJMMCTZLXOVMFB-GFCCVEGCSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CCC(=O)N)C(=O)OC1=CC=C(C=C1)[N+](=O)[O-]

N-α-(t-Butoxycarbonyl)-D-glutamine 4-nitrophenyl ester is a versatile chemical reagent commonly employed in peptide synthesis and biochemical research. Here are four key applications of this compound:

Peptide Synthesis: A staple in solid-phase peptide synthesis, N-α-(t-Butoxycarbonyl)-D-glutamine 4-nitrophenyl ester acts as a potent coupling reagent, facilitating the creation of peptide bonds by activating the carboxyl group on amino acids. Its indispensable role in synthesizing intricate peptides for pharmaceutical exploration underscores its significance in advancing therapeutic peptide development.

Bioconjugation: In the realm of bioconjugation techniques, this ester plays a pivotal role in linking biomolecules with diverse probes or carriers. By engaging amine groups on proteins or peptides, it forges robust bonds essential for labeling or immobilizing biomolecules, thereby propelling the creation of cutting-edge diagnostic tools, imaging agents, and drug delivery systems.

Protein Engineering: A fundamental component in protein engineering and modification, N-α-(t-Butoxycarbonyl)-D-glutamine 4-nitrophenyl ester acts as a foundational building block for introducing precise alterations into proteins. This precision enables meticulous control over site-specific modifications, ultimately enhancing or redefining protein functionality. Such capability is paramount in unraveling protein structure-function correlations and pioneering novel therapeutic protein designs.

Antigen Design: This compound plays a pivotal role in antigen design for immunological research and vaccine formulation. Its integral role in synthesizing peptide antigens empowers researchers to evoke specific immune responses, a vital component in crafting therapeutic vaccines and delving into the dynamic complexities of the immune system.

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