PMID- 28707691
OWN - NLM
STAT- MEDLINE
DCOM- 20180913
LR  - 20181113
IS  - 1364-548X (Electronic)
IS  - 1359-7345 (Print)
IS  - 1359-7345 (Linking)
VI  - 53
IP  - 61
DP  - 2017 Jul 27
TI  - With unprotected amino acids to tetrazolo peptidomimetics.
PG  - 8549-8552
LID - 10.1039/c7cc03370b [doi]
AB  - Here we describe the direct usage of C,N-unprotected amino acids in Ugi-tetrazole 
      reactions to produce a novel class of acid-tetrazole compounds. Surprisingly, 
      only the tetrazole Ugi product is found and not traces of other possible Ugi type 
      reactions. Based on this reaction pathway we have designed the synthesis of novel 
      tetrazole-peptidomimetics. A high level of structural diversity can be achieved 
      using this isocyanide based multicomponent reaction (IMCR), providing a platform 
      for the production of functionalized building blocks for novel bioactive 
      molecules and nontraditional scaffolds which previously were not accessible.
FAU - Madhavachary, Rudrakshula
AU  - Madhavachary R
AUID- ORCID: 0000-0003-0149-5693
AD  - University of Groningen, Department of Drug Design, Antonius Deusinglaan 1, 9713 
      AV Groningen, The Netherlands. a.s.s.domling@rug.nl.
FAU - Wang, Qian
AU  - Wang Q
AD  - University of Groningen, Department of Drug Design, Antonius Deusinglaan 1, 9713 
      AV Groningen, The Netherlands. a.s.s.domling@rug.nl.
FAU - Domling, Alexander
AU  - Domling A
AUID- ORCID: 0000-0002-9923-8873
AD  - University of Groningen, Department of Drug Design, Antonius Deusinglaan 1, 9713 
      AV Groningen, The Netherlands. a.s.s.domling@rug.nl.
LA  - eng
GR  - R01 GM097082/GM/NIGMS NIH HHS/United States
PT  - Journal Article
PL  - England
TA  - Chem Commun (Camb)
JT  - Chemical communications (Cambridge, England)
JID - 9610838
RN  - 0 (Amino Acids)
RN  - 0 (Peptidomimetics)
RN  - 0 (Small Molecule Libraries)
RN  - 0 (Tetrazoles)
SB  - IM
MH  - Amino Acids/*chemical synthesis/chemistry
MH  - Models, Chemical
MH  - Peptidomimetics/*chemical synthesis
MH  - Small Molecule Libraries/chemical synthesis
MH  - Tetrazoles/*chemical synthesis
PMC - PMC5588861
MID - NIHMS894619
EDAT- 2017/07/15 06:00
MHDA- 2018/09/14 06:00
PMCR- 2018/07/27
CRDT- 2017/07/15 06:00
PHST- 2017/07/15 06:00 [pubmed]
PHST- 2018/09/14 06:00 [medline]
PHST- 2017/07/15 06:00 [entrez]
PHST- 2018/07/27 00:00 [pmc-release]
AID - 10.1039/c7cc03370b [doi]
PST - ppublish
SO  - Chem Commun (Camb). 2017 Jul 27;53(61):8549-8552. doi: 10.1039/c7cc03370b.