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    3392-07-2

    Catalog No. EBD54744

    CAS 3392-07-2

    Name Boc-glycine-N-hydroxysuccinimide ester

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    Basic Information

    Synonyms: Boc-Gly-OSu tert-Butyl[2-[(2,5-dioxo-1-pyrrolidinyl)oxy]-2-oxoethyl]carbamate Boc-glycine-N-hydroxysuccinimideester boc-glycinehydroxysuccinimideester 2,5-dioxopyrrolidin-1-ylN-(tert-butoxycarbonyl)glycinate

    Molecular Formula: C11H16N2O6

    Molecular Weight: 272.25

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Drug Synthesis Building Blocks Synthetic Chemistry > Basic Synthetic Reagents > Condensation Reagents

    Product Description:
    Boc-Glycine N-hydroxysuccinimide ester is a white to off-white crystalline powder with the molecular formula C11H16N2O6. It is a highly reactive active ester derivative of Boc-protected glycine, where the carboxylic acid group is activated by N-hydroxysuccinimide (NHS) to form an ester. This compound is a key reagent in peptide synthesis and bioconjugation chemistry. Its primary application is as a coupling reagent in solid-phase and solution-phase peptide synthesis. The NHS ester moiety readily reacts with primary amines (e.g., the N-terminus of a growing peptide chain or lysine side chains in proteins) under mild conditions to form stable amide bonds, while the Boc (tert-butoxycarbonyl) group serves as a temporary protecting group for the amino group of glycine. This makes it an essential building block for introducing a Boc-Glycine residue into peptides, proteins, or other amine-containing molecules. It is widely used in the synthesis of peptide drugs, diagnostic reagents, and for modifying biomolecules. The compound must be stored under anhydrous conditions at low temperatures (e.g., -20°C) due to its sensitivity to moisture, which can lead to hydrolysis and loss of reactivity. It is a standard, commercially available reagent in pharmaceutical research and development for constructing peptide backbones and creating conjugates.
    Physical Properties

    Melting Point: 165-167 °C

    Density: 1.315 g/cm3

    Storage: −20°C

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