تفاعل #308366

ord-ed11106e097f42689eeb165bcd2e3ba7

معادلة التفاعل

C[C@@H](O)[C@@H]1NC(=O)[C@H](CCCCN)NC(=O)[C@@H](Cc2c[nH]c3ccccc23)NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@@H](NC(=O)[C@H](N)Cc2ccccc2)CSSC[C@@H](C(=O)N[C@H](CO)[C@@H](C)O)NC1=O
octreotide
CCCCCCCCCC=O
Decanal
→
CCCCCCCCCC=O.C[C@@H](O)[C@@H]1NC(=O)[C@H](CCCCN)NC(=O)[C@@H](Cc2c[nH]c3ccccc23)NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@@H](NC(=O)[C@H](N)Cc2ccccc2)CSSC[C@@H](C(=O)N[C@H](CO)[C@@H](C)O)NC1=O
Decanal Octreotide

المتفاعلات

C[C@@H](O)[C@@H]1NC(=O)[C@H](CCCCN)NC(=O)[C@@H](Cc2c[nH]c3ccccc23)NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@@H](NC(=O)[C@H](N)Cc2ccccc2)CSSC[C@@H](C(=O)N[C@H](CO)[C@@H](C)O)NC1=O
octreotide
—
peptide
CCCCCCCCCC=O
Decanal

الكواشف

لا شيء

المذيبات

[BH3-]C#N.[Na+]
sodium cyanoborohydride
CC(=O)[O-]
acetate

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe mixture was separated by centrifugation
  2. 2
    أخرىThe precipitated PAL-OCT was freeze-dried

الإجراء التجريبي

50 mg of octreotide was dissolved in 2 mL of 20 mM sodium cyanoborohydride (Mw 62.84, NaCNBH3) (2.51 mg) solution in 0.1 M acetate buffer at pH 5. 13.7 mg of Decanal (Mw 156.27) (OCT:DCL=1:2) was added by direct injection to the peptide solution. The reaction was allowed to proceed overnight at 4° C. The mixture was separated by centrifugation. The precipitated PAL-OCT was freeze-dried.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08206735B2uspto-grants-2012_06