PMID- 23523386
OWN - NLM
STAT- MEDLINE
DCOM- 20140110
LR  - 20130527
IS  - 1464-3391 (Electronic)
IS  - 0968-0896 (Linking)
VI  - 21
IP  - 12
DP  - 2013 Jun 15
TI  - Total synthesis of biotinylated N domain of human hepatocyte growth factor.
PG  - 3486-94
LID - S0968-0896(13)00176-4 [pii]
LID - 10.1016/j.bmc.2013.02.043 [doi]
AB  - Hepatocyte growth factor/scatter factor (HGF/SF) is the high affinity ligand of 
      MET tyrosine kinase receptor. We report here the total synthesis of a 
      biotinylated analogue of human HGF/SF N domain. Functionally, N domain is part of 
      the HGF/SF high affinity binding site for MET and also the main HGF/SF binding 
      site for heparin. The 97 Aa linear chain featuring a C-terminal biotin group was 
      assembled in high yield using an N-to-C one-pot three segments assembly strategy 
      relying on a sequential Native Chemical Ligation (NCL)/bis(2-sulfanylethyl)amido 
      (SEA) native peptide ligation process. The folded protein displayed the native 
      disulfide bond pattern and showed the ability to bind heparin.
CI  - Copyright (c) 2013 Elsevier Ltd. All rights reserved.
FAU - Raibaut, Laurent
AU  - Raibaut L
AD  - UMR CNRS 8161 Univ Lille Nord de France, Institut Pasteur de Lille, 1 rue du Pr 
      Calmette, Lille 59021, France.
FAU - Vicogne, Jerome
AU  - Vicogne J
FAU - Leclercq, Berenice
AU  - Leclercq B
FAU - Drobecq, Herve
AU  - Drobecq H
FAU - Desmet, Remi
AU  - Desmet R
FAU - Melnyk, Oleg
AU  - Melnyk O
LA  - eng
PT  - Journal Article
PT  - Research Support, Non-U.S. Gov't
DEP - 20130314
PL  - England
TA  - Bioorg Med Chem
JT  - Bioorganic & medicinal chemistry
JID - 9413298
RN  - 67256-21-7 (Hepatocyte Growth Factor)
RN  - 6SO6U10H04 (Biotin)
SB  - IM
MH  - Biotin/*chemistry
MH  - Biotinylation
MH  - Hepatocyte Growth Factor/*chemical synthesis/chemistry
MH  - Humans
MH  - Models, Molecular
MH  - Molecular Structure
EDAT- 2013/03/26 06:00
MHDA- 2014/01/11 06:00
CRDT- 2013/03/26 06:00
PHST- 2013/01/09 00:00 [received]
PHST- 2013/02/18 00:00 [revised]
PHST- 2013/02/28 00:00 [accepted]
PHST- 2013/03/26 06:00 [entrez]
PHST- 2013/03/26 06:00 [pubmed]
PHST- 2014/01/11 06:00 [medline]
AID - S0968-0896(13)00176-4 [pii]
AID - 10.1016/j.bmc.2013.02.043 [doi]
PST - ppublish
SO  - Bioorg Med Chem. 2013 Jun 15;21(12):3486-94. doi: 10.1016/j.bmc.2013.02.043. Epub 
      2013 Mar 14.