Synonym
Microcolin B; MCB
IUPAC/Chemical Name
(2R,3S)-4-(methyl((S)-3-methyl-1-((S)-2-((S)-2-methyl-5-oxo-2,5-dihydro-1H-pyrrole-1-carbonyl)pyrrolidin-1-yl)-1-oxobutan-2-yl)amino)-3-((S)-4-methyl-2-((2R,4R)-N,2,4-trimethyloctanamido)pentanamido)-4-oxobutan-2-yl acetate
InChi Key
MNASOWORUXKEPP-APCQCXEZSA-N
InChi Code
InChI=1S/C39H65N5O8/c1-13-14-16-25(6)22-26(7)36(48)41(11)31(21-23(2)3)35(47)40-33(28(9)52-29(10)45)38(50)42(12)34(24(4)5)39(51)43-20-15-17-30(43)37(49)44-27(8)18-19-32(44)46/h18-19,23-28,30-31,33-34H,13-17,20-22H2,1-12H3,(H,40,47)/t25-,26-,27+,28-,30+,31+,33+,34+/m1/s1
SMILES Code
CC(O[C@@H]([C@H](NC([C@@H](N(C([C@H](C)C[C@H](C)CCCC)=O)C)CC(C)C)=O)C(N(C)[C@@H](C(C)C)C(N1[C@H](C(N2[C@@H](C)C=CC2=O)=O)CCC1)=O)=O)C)=O
Appearance
To be determined
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
731.98
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
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2. Dobretsov S, Teplitski M, Bayer M, Gunasekera S, Proksch P, Paul VJ. Inhibition of marine biofouling by bacterial quorum sensing inhibitors. Biofouling. 2011 Sep;27(8):893-905. doi: 10.1080/08927014.2011.609616. PMID: 21882898; PMCID: PMC3489184.
3. Sharp K, Arthur KE, Gu L, Ross C, Harrison G, Gunasekera SP, Meickle T, Matthew S, Luesch H, Thacker RW, Sherman DH, Paul VJ. Phylogenetic and chemical diversity of three chemotypes of bloom-forming lyngbya species (Cyanobacteria: Oscillatoriales) from reefs of southeastern Florida. Appl Environ Microbiol. 2009 May;75(9):2879-88. doi: 10.1128/AEM.02656-08. Epub 2009 Mar 6. PMID: 19270119; PMCID: PMC2681719.
4. Koehn FE, Longley RE, Reed JK. Microcolins A and B, new immunosuppressive peptides from the blue-green alga Lyngbya majuscula. J Nat Prod. 1992 May;55(5):613-9. doi: 10.1021/np50083a009. PMID: 1517734.
