Synonym
Kitasamycin; C637; C-637; C 637; Leucomycin; Selectomycin
IUPAC/Chemical Name
[(4R,5S,6S,7R,9R,10R,11E,13E,16R)-6-{[(2S,3R,4R,5S,6R)-5-{[(2S,4R,5S,6S)-4,5-Dihydroxy-4,6-dimethyltetrahydro-2H-pyran-2-yl]oxy}-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}-4,10-dihydroxy-5-methoxy-9,16-dimethyl-2-oxooxacyclohexadeca-11,13-dien-7-yl]acetaldehyde (non-preferred name)
InChi Key
XYJOGTQLTFNMQG-KJHBSLKPSA-N
InChi Code
InChI=1S/C35H59NO13/c1-19-16-23(14-15-37)31(32(44-8)25(39)17-26(40)45-20(2)12-10-9-11-13-24(19)38)49-34-29(41)28(36(6)7)30(21(3)47-34)48-27-18-35(5,43)33(42)22(4)46-27/h9-11,13,15,19-25,27-34,38-39,41-43H,12,14,16-18H2,1-8H3/b10-9+,13-11+/t19-,20-,21-,22+,23+,24+,25-,27+,28-,29-,30-,31+,32+,33+,34+,35-/m1/s1
SMILES Code
['Rgp']OC1C(OC(OC2COC(C(C2N(C)C)O)OC3[C@H](C[C@H](C(/C=C/C=C/C[C@H](OC(C[C@H](C3OC)O)=O)C)O)C)CC=O)CC1(O)C)C
Purity
>95% (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
Biological target:
Leucomycin (kitasamycin) is a macrolide antibiotic produced by Streptomyces kitasatoensis.
In vivo activity:
Four isolates with kitasamycin MICs < 5 μg/mL were considered susceptible. Following experimental challenge, 10 of 12 unmedicated pigs developed SD. No pigs receiving kitasamycin prophylactical or therapeutically developed SD. Kitasamycin can help control SD in pigs infected with susceptible isolates of B. hyodysenteriae.
Reference: Aust Vet J. 2019 Nov;97(11):452-464. https://pubmed.ncbi.nlm.nih.gov/31529470/
|
Solvent |
mg/mL |
mM |
| Solubility |
| DMSO |
110.0 |
160.16 |
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
686.82
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 |
Formulation protocol:
1. La T, Phillips ND, Dunlop H, Lugsomya K, Coiacetto F, Hampson DJ. Testing the efficacy of kitasamycin for use in the control and treatment of swine dysentery in experimentally infected pigs. Aust Vet J. 2019 Nov;97(11):452-464. doi: 10.1111/avj.12876. Epub 2019 Sep 17. PMID: 31529470.
In vivo protocol:
1. La T, Phillips ND, Dunlop H, Lugsomya K, Coiacetto F, Hampson DJ. Testing the efficacy of kitasamycin for use in the control and treatment of swine dysentery in experimentally infected pigs. Aust Vet J. 2019 Nov;97(11):452-464. doi: 10.1111/avj.12876. Epub 2019 Sep 17. PMID: 31529470.
1: La T, Phillips ND, Dunlop H, Lugsomya K, Coiacetto F, Hampson DJ. Testing the efficacy of kitasamycin for use in the control and treatment of swine dysentery in experimentally infected pigs. Aust Vet J. 2019 Nov;97(11):452-464. doi: 10.1111/avj.12876. Epub 2019 Sep 17. PMID: 31529470.
2: Ibrahim YM, Abouwarda AM, Omar FA. Effect of kitasamycin and nitrofurantoin at subinhibitory concentrations on quorum sensing regulated traits of Chromobacterium violaceum. Antonie Van Leeuwenhoek. 2020 Nov;113(11):1601-1615. doi: 10.1007/s10482-020-01467-6. Epub 2020 Sep 5. PMID: 32889593.
3: RAVINA A. LA KITASAMYCINE [KITASAMYCIN]. Presse Med. 1963 Nov 2;71:2198-9. French. PMID: 14094688.
4: DESVIGNES A. LA KITASAMYCINE [KITASAMYCIN]. Ann Pharm Fr. 1963 Jul- Aug;21:569-77. French. PMID: 14048143.
5: Ding N, Li W, Liu C, Fu Q, Guo B, Li H, Li N, Lin Y. Decline in extractable kitasamycin during the composting of kitasamycin manufacturing waste with dairy manure and sawdust. J Environ Manage. 2014 Feb 15;134:39-46. doi: 10.1016/j.jenvman.2013.12.030. Epub 2014 Jan 23. PMID: 24463847.
6: Zheng Q, Gao S. The effect of surfactant on fermentation of kitasamycin in Streptomyces kitasatoensis. Biotechnol Appl Biochem. 2016 Nov;63(6):895-900. doi: 10.1002/bab.1443. Epub 2015 Nov 17. PMID: 26339801.
7: Pan Y, Zhang H, Xi C, Huang L, Xie S, Chen D, Tao Y, Liu Z, Yuan Z. Simultaneous determination of multicomponent of acetylkitasamycin and kitasamycin by LC-MS/MS in swine plasma and its application in a pharmacokinetic study. Biomed Chromatogr. 2018 May 2:e4268. doi: 10.1002/bmc.4268. Epub ahead of print. PMID: 29722050.
8: Vézina C, Bolduc C, Kudelski A, Audet P. Biosynthesis of kitasamycin (leucomycin) by leucine analog-resistant mutants of Streptomyces kitasatoensis. Antimicrob Agents Chemother. 1979 May;15(5):738-46. doi: 10.1128/AAC.15.5.738. PMID: 525992; PMCID: PMC352747.
9: Bourdial J, Natali R. La kitasamycine en oto-rhino-laryngologie [Kitasamycin in otorhinolaryngology]. Sem Ther. 1964 Oct;40(8):494-5. French. PMID: 5878574.
10: Dooms-Goossens A, Bedert R, Degreef H, Vandaele M. Airborne allergic contact dermatitis from kitasamycin and midecamycin. Contact Dermatitis. 1990 Aug;23(2):118-9. doi: 10.1111/j.1600-0536.1990.tb03238.x. PMID: 2145123.
