Synonym
Trichodecenin I; 4-Decenoyl-gly-gly-leu-aib-gly-ile-lol; Trichodecenin-I;
IUPAC/Chemical Name
(Z)-N-((7S,16S,19S)-16-((S)-sec-butyl)-19-(hydroxymethyl)-7-isobutyl-10,10,21-trimethyl-2,5,8,11,14,17-hexaoxo-3,6,9,12,15,18-hexaazadocosyl)dec-4-enamide
InChi Key
BJULECFFERYMOK-GABKIWGSSA-N
InChi Code
InChI=1S/C38H69N7O8/c1-10-12-13-14-15-16-17-18-30(47)39-21-31(48)40-22-32(49)43-29(20-26(5)6)35(51)45-38(8,9)37(53)41-23-33(50)44-34(27(7)11-2)36(52)42-28(24-46)19-25(3)4/h15-16,25-29,34,46H,10-14,17-24H2,1-9H3,(H,39,47)(H,40,48)(H,41,53)(H,42,52)(H,43,49)(H,44,50)(H,45,51)/b16-15-/t27-,28-,29-,34-/m0/s1
SMILES Code
CC[C@@H]([C@H](NC(CNC(C(C)(NC([C@@H](NC(CNC(CNC(CC/C=C\CCCCC)=O)=O)=O)CC(C)C)=O)C)=O)=O)C(N[C@H](CO)CC(C)C)=O)C
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
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
752.01
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 |
1: Gatto E, Bocchinfuso G, Palleschi A, Oncea S, De Zotti M, Formaggio F, Toniolo C, Venanzi M. 3D structure, dynamics, and activity of synthetic analog of the peptaibiotic trichodecenin I. Chem Biodivers. 2013 May;10(5):887-903. doi: 10.1002/cbdv.201200388. PubMed PMID: 23681732.
2: Monaco V, Formaggio F, Crisma M, Toniolo C, Shui X, Eggleston DS. Crystallographic structure of a multiple beta-turn containing, glycine-rich heptapeptide: a synthetic precursor of the lipopeptaibol antibiotic trichodecenin I. Biopolymers. 1996 Jul;39(1):31-42. PubMed PMID: 8924625.
3: Fujita T, Wada S, Iida A, Nishimura T, Kanai M, Toyama N. Fungal metabolites. XIII. Isolation and structural elucidation of new peptaibols, trichodecenins-I and -II, from Trichoderma viride. Chem Pharm Bull (Tokyo). 1994 Mar;42(3):489-94. PubMed PMID: 8004694.
4: Toniolo C, Crisma M, Formaggio F, Peggion C, Epand RF, Epand RM. Lipopeptaibols, a novel family of membrane active, antimicrobial peptides. Cell Mol Life Sci. 2001 Aug;58(9):1179-88. Review. PubMed PMID: 11577977.