Synonym
Biphenomycin A; LL-AF283alpha; LL AF283alpha; LLAF283alpha;
IUPAC/Chemical Name
10-amino-7-(3-amino-2-hydroxypropyl)-14,24,3-trihydroxy-6,9-dioxo-5,8-diaza-1,2(1,3)-dibenzenacycloundecaphane-4-carboxylic acid
InChi Key
WLDNIJQYEWSPFC-UHFFFAOYSA-N
InChi Code
InChI=1S/C23H28N4O8/c24-9-13(28)8-16-22(33)27-19(23(34)35)20(31)14-6-11(2-4-18(14)30)10-1-3-17(29)12(5-10)7-15(25)21(32)26-16/h1-6,13,15-16,19-20,28-31H,7-9,24-25H2,(H,26,32)(H,27,33)(H,34,35)
SMILES Code
O=C(C(NC(C(CC(O)CN)NC(C(N)C1)=O)=O)C(O)C2=CC(C3=CC1=C(O)C=C3)=CC=C2O)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
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
488.49
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: Ezaki M, Iwami M, Yamashita M, Komori T, Umehara K, Imanaka H. Biphenomycin A production by a mixed culture. Appl Environ Microbiol. 1992 Dec;58(12):3879-82. PubMed PMID: 1476432; PubMed Central PMCID: PMC183198.
2: Ezaki M, Shigematsu N, Yamashita M, Komori T, Umehara K, Imanaka H. Biphenomycin C, a precursor of biphenomycin A in mixed culture. J Antibiot (Tokyo). 1993 Jan;46(1):135-40. Erratum in: J Antibiot (Tokyo):1993 Mar;46(3):C-2. PubMed PMID: 8436546.
3: Ezaki M, Iwami M, Yamashita M, Hashimoto S, Komori T, Umehara K, Mine Y, Kohsaka M, Aoki H, Imanaka H. Biphenomycins A and B, novel peptide antibiotics. I. Taxonomy, fermentation, isolation and characterization. J Antibiot (Tokyo). 1985 Nov;38(11):1453-61. PubMed PMID: 3841122.
4: Uchida I, Shigematsu N, Ezaki M, Hashimoto M, Aoki H, Imanaka H. Biphenomycins A and B, novel peptide antibiotics. II. Structural elucidation of biphenomycins A and B. J Antibiot (Tokyo). 1985 Nov;38(11):1462-8. PubMed PMID: 3841123.
5: Chang CC, Morton GO, James JC, Siegel MM, Kuck NA, Testa RT, Borders DB. LL-AF283 antibiotics, cyclic biphenyl peptides. J Antibiot (Tokyo). 1991 Jun;44(6):674-7. PubMed PMID: 2071492.
6: Pelourde C, Bationo R, Boileau MJ, Colat-Parros J, Jordana F. Monomer release from orthodontic retentions: An in vitro study. Am J Orthod Dentofacial Orthop. 2018 Feb;153(2):248-254. doi: 10.1016/j.ajodo.2017.06.021. PubMed PMID: 29407502.
