Synonym
Edeine B; Edeine-B; Edeine B1; Edeine-B1;
IUPAC/Chemical Name
1,18-diamino-22-(3-amino-2-(3-(3-amino-3-(4-hydroxyphenyl)propanamido)-2-hydroxypropanamido)propanamido)-17-hydroxy-1-imino-12,15-dioxo-2,7,11,14-tetraazatricosan-23-oic acid
InChi Key
MDYFJGJCAHAWTD-UHFFFAOYSA-N
InChi Code
InChI=1S/C34H60N12O10/c35-17-25(46-32(54)27(49)18-43-28(50)15-23(37)20-7-9-21(47)10-8-20)31(53)45-24(33(55)56)6-3-5-22(36)26(48)16-29(51)44-19-30(52)41-14-4-12-40-11-1-2-13-42-34(38)39/h7-10,22-27,40,47-49H,1-6,11-19,35-37H2,(H,41,52)(H,43,50)(H,44,51)(H,45,53)(H,46,54)(H,55,56)(H4,38,39,42)
SMILES Code
NCC(C(NC(C(O)=O)CCCC(C(CC(NCC(NCCCNCCCCNC(N)=N)=O)=O)O)N)=O)NC(C(CNC(CC(c1ccc(O)cc1)N)=O)O)=O
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
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
796.93
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: Shimotohno KW, Kawamura F, Natori Y, Nanamiya H, Magae J, Ogata H, Endo T, Suzuki T, Yamaki H. Inhibition of septation in Bacillus subtilis by a peptide antibiotic, edeine B(1). Biol Pharm Bull. 2010;33(4):568-71. doi: 10.1248/bpb.33.568. PMID: 20410587.
2: Czajgucki Z, Zimecki M, Andruszkiewicz R. The immunoregulatory effects of edeine analogues in mice. Cell Mol Biol Lett. 2007;12(2):149-61. doi: 10.2478/s11658-006-0061-z. Epub 2006 Dec 5. PMID: 17149559; PMCID: PMC6275853.
3: Shimotohno KW, Iida J, Endo T. A new enzyme, edeine B1 amidinohydrolase, from Bacillus brevis TT02-8. Purification and determination of the N-terminal amino acid sequence. J Antibiot (Tokyo). 1999 Apr;52(4):407-11. doi: 10.7164/antibiotics.52.407. PMID: 10395276.
4: Kurylo-Borowska Z, Heaney-Kieras J. Edeine A, edeine B, and guanidospermidine. Methods Enzymol. 1983;94:441-51. doi: 10.1016/s0076-6879(83)94080-6. PMID: 6621399.
5: Heaney-Kieras J, Kurylo-Borowska Z. Tatumine, a peptide from Bacillus brevis Vm4-572-403. J Antibiot (Tokyo). 1980 Apr;33(4):359-63. doi: 10.7164/antibiotics.33.359. PMID: 7410204.
6: Kurylo-Borowska Z, Szer W. Inactive form of edeine in the edeine-producing Bacillus brevis Vm 4 cells. Biochim Biophys Acta. 1976 Jan 5;418(1):63-72. doi: 10.1016/0005-2787(76)90327-0. PMID: 1244852.
7: Kurylo-Borowska Z. Biosynthesis of edeine: II. Localization of edeine synthetase within Bacillus brevis Vm4. Biochim Biophys Acta. 1975 Jul 14;399(1):31-41. PMID: 1148278.
8: Hettinger TP, Kurylo-Borowska Z, Craig LC. Edeine. 3. The composition of the antibiotic peptide edeine B. Biochemistry. 1968 Dec;7(12):4153-60. doi: 10.1021/bi00852a002. PMID: 5700645.
