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CAS 30189-36-7

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N,N'-Di-Boc-L-lysine hydroxysuccinimide ester

Description:
N,N'-Di-Boc-L-lysine hydroxysuccinimide ester is a chemical compound commonly used in peptide synthesis and bioconjugation applications. It features two tert-butyloxycarbonyl (Boc) protecting groups on the amino side chains of lysine, which help to protect the amine functionality during synthetic procedures. The hydroxysuccinimide (NHS) ester moiety is particularly valuable for its ability to react with primary amines, facilitating the formation of stable amide bonds. This compound is typically a white to off-white solid and is soluble in organic solvents such as dimethyl sulfoxide (DMSO) and dimethylformamide (DMF). Its stability under standard laboratory conditions makes it a useful reagent in various chemical reactions, including the conjugation of biomolecules. Additionally, the presence of the Boc groups allows for selective deprotection, enabling further functionalization of the lysine residue. Overall, N,N'-Di-Boc-L-lysine hydroxysuccinimide ester is a versatile intermediate in the field of organic and medicinal chemistry.
Formula:C20H33N3O8
InChI:InChI=1/C20H33N3O8/c1-19(2,3)29-17(27)21-12-8-7-9-13(22-18(28)30-20(4,5)6)16(26)31-23-14(24)10-11-15(23)25/h13H,7-12H2,1-6H3,(H,21,27)(H,22,28)/t13-/m0/s1
SMILES:CC(C)(C)OC(=NCCCC[C@@H](C(=O)ON1C(=O)CCC1=O)N=C(O)OC(C)(C)C)O
Synonyms:
  • Boc-Lys(Boc)-OSu
  • (2,5-dioxopyrrolidin-1-yl) (2S)-2,6-bis(tert-butoxycarbonylamino)hexanoate
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