Boc-D-Glu(OMe)-OMe
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Boc-D-Glu(OMe)-OMe

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A reagent used in the synthesis of amino(aminopyrimidinyl)indazoles, which are selective 3-phosphoinositide-dependent kinase-1 inhibitors and antitumor agents.

Category
BOC-Amino Acids
Catalog number
BAT-000793
CAS number
130622-05-8
Molecular Formula
C12H21NO6
Molecular Weight
275.3
IUPAC Name
dimethyl (2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanedioate
Synonyms
(R)-N-Boc-glutamic acid-1,5-dimethyl ester; N-Boc-L-glutamic acid 1,5-dimethyl ester
Storage
Store at 2-8 °C
InChI
InChI=1S/C12H21NO6/c1-12(2,3)19-11(16)13-8(10(15)18-5)6-7-9(14)17-4/h8H,6-7H2,1-5H3,(H,13,16)/t8-/m1/s1
InChI Key
QNSPKWUAZQIIGZ-MRVPVSSYSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CCC(=O)OC)C(=O)OC

Boc-D-Glu(OMe)-OMe is a chemical compound commonly used in peptide synthesis and organic chemistry. Here are some key applications of Boc-D-Glu(OMe)-OMe:

Peptide Synthesis: Boc-D-Glu(OMe)-OMe is widely used as a protected amino acid in the synthesis of peptides. Its Boc (tert-butoxycarbonyl) protecting group is stable during the peptide assembly process, allowing for selective deprotection at later stages. This facilitates the construction of peptides with precise sequences and functionalities.

Drug Design and Development: In pharmaceutical research, Boc-D-Glu(OMe)-OMe serves as a building block for designing peptide-based drugs. Its incorporation into peptide chains can enhance drug stability and bioavailability by reducing susceptibility to enzymatic degradation. This is particularly valuable in developing therapeutics that target specific receptors or signaling pathways.

Bioconjugation: Boc-D-Glu(OMe)-OMe is employed in bioconjugation techniques to link peptides or proteins to various molecules, such as fluorescent dyes or drugs. The methoxy and Boc groups provide functional handles for chemical modifications, enabling the attachment of labels without altering the biological activity of the peptide. This is crucial for applications like imaging and targeted drug delivery.

Structural Biology: In structural biology studies, Boc-D-Glu(OMe)-OMe is utilized in the synthesis of peptide analogs to study protein-peptide interactions. By incorporating derivatives into peptide sequences, researchers can investigate how structural modifications affect binding and activity. This aids in understanding the molecular basis of protein function and the design of inhibitors or modulators.

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