CHEBI:77637 - Para-LP-01

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ChEBI Name Para-LP-01
ChEBI ID CHEBI:77637
Definition A lipopeptide consisting of the methyl ester of a D-Phe-N-Me-L-Val-L-Ile-L-Phe-L-Ala hexapeptide, to the nitrogen of the D-phenylalanine residue of which is linked a C20 (icosanoyl) fatty-acyl chain. It is a major cell wall lipopeptide of Mycobacterium avium ssp. paratuberculosis (MAP), the causative agent of Johne's disease in cattle and other ruminants.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C54H87N5O7
Net Charge 0
Average Mass 918.29790
Monoisotopic Mass 917.66055
InChI InChI=1S/C54H87N5O7/c1-9-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-32-37-47(60)56-46(39-44-35-30-27-31-36-44)53(64)59(7)49(40(3)4)52(63)58-48(41(5)10-2)51(62)57-45(38-43-33-28-26-29-34-43)50(61)55-42(6)54(65)66-8/h26-31,33-36,40-42,45-46,48-49H,9-25,32,37-39H2,1-8H3,(H,55,61)(H,56,60)(H,57,62)(H,58,63)/t41?,42-,45-,46+,48-,49-/m0/s1
InChIKey QELDWYWOKVBKFM-YOFCLZFBSA-N
SMILES CCCCCCCCCCCCCCCCCCCC(=O)N[C@H](Cc1ccccc1)C(=O)N(C)[C@@H](C(C)C)C(=O)N[C@@H](C(C)CC)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](C)C(=O)OC
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): antigen
Any substance that stimulates an immune response in the body, such as through antibody production or by presentation to a T-cell receptor after binding to a major histocompability complex (MHC).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing Para-LP-01 (CHEBI:77637) has role antigen (CHEBI:59132)
Para-LP-01 (CHEBI:77637) is a lipopeptide (CHEBI:46895)
Para-LP-01 (CHEBI:77637) is a methyl ester (CHEBI:25248)
IUPAC Name
methyl N-icosanoyl-D-phenylalanyl-N-methyl-L-valyl-L-isoleucyl-L-phenylalanyl-L-alaninate
Synonym Source
C20 fatty acyl-D-Phe-N-Me-L-Val-L-Ile-L-Phe-L-Ala methyl ester ChEBI
Citations Waiting for Citations Types Sources
16339155 PubMed citation Europe PMC
23540605 PubMed citation Europe PMC
Last Modified
03 March 2015