Boc-L-glutamic acid γ-tert-butyl ester α-N-hydroxysuccinimide ester
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Boc-L-glutamic acid γ-tert-butyl ester α-N-hydroxysuccinimide 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-002779
CAS number
32886-55-8
Molecular Formula
C18H28N2O8
Molecular Weight
400.40
Boc-L-glutamic acid γ-tert-butyl ester α-N-hydroxysuccinimide ester
IUPAC Name
5-O-tert-butyl 1-O-(2,5-dioxopyrrolidin-1-yl) (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanedioate
Synonyms
Boc-L-Glu(OtBu)-Osu; (S)-5-tert-Butyl 1-(2,5-dioxopyrrolidin-1-yl) 2-((tert-butoxycarbonyl)amino)pentanedioate
Appearance
White to off-white powder
Purity
≥ 99% (HPLC)
Melting Point
140-150 °C
Storage
Store at 2-8°C
InChI
InChI=1S/C18H28N2O8/c1-17(2,3)26-14(23)10-7-11(19-16(25)27-18(4,5)6)15(24)28-20-12(21)8-9-13(20)22/h11H,7-10H2,1-6H3,(H,19,25)/t11-/m0/s1
InChI Key
HZDCTRJVURFFQX-NSHDSACASA-N
Canonical SMILES
CC(C)(C)OC(=O)CCC(C(=O)ON1C(=O)CCC1=O)NC(=O)OC(C)(C)C

Boc-L-glutamic acid γ-tert-butyl ester α-N-hydroxysuccinimide ester is a chemical reagent used in the synthesis of peptides and proteins. Here are some key applications of Boc-L-glutamic acid γ-tert-butyl ester α-N-hydroxysuccinimide ester:

Peptide Synthesis: This compound functions as a coupling reagent in the solid-phase peptide synthesis process, facilitating the formation of peptide bonds. Its use allows for efficient and controlled assembly of amino acid sequences, crucial for producing peptides with high purity and specificity. This is particularly useful in manufacturing therapeutic peptides for use in pharmaceuticals.

Protein Modification: Researchers use Boc-L-glutamic acid γ-tert-butyl ester α-N-hydroxysuccinimide ester in protein engineering to introduce glutamic acid residues into proteins. These modifications can alter protein function, stability, or binding properties, providing insights into protein structure-activity relationships. Such applications are instrumental in developing new protein-based therapeutics or biocatalysts.

Bioconjugation: The ester can be utilized in bioconjugation techniques to link biomolecules like enzymes, antibodies, or nucleic acids to synthetic polymers or other biological entities. By creating these conjugates, it’s possible to develop targeted drug delivery systems or enhanced diagnostic tools that combine antimicrobial, therapeutic, or imaging properties. This approach is widely used in creating vaccines, biosensors, and nanoparticle-based delivery systems.

Drug Development: In medicinal chemistry, Boc-L-glutamic acid γ-tert-butyl ester α-N-hydroxysuccinimide ester is used to synthesize intermediate compounds for creating drug molecules. Its role in synthesizing pro-drugs or modifying existing drugs helps in improving their solubility, stability, or bioavailability. This contributes to developing more effective treatments with better pharmacokinetic profiles.

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