Bacitracin
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 561870

CAS#: 1405-87-4

Description: Bacitracin is an antibiotic. It has been shown to disrupt gram positive bacteria by interfering with cell wall and peptidoglycan synthesis.


Price and Availability

Size
Price

5g
USD 230
Size
Price

Size
Price

Bacitracin, purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 561870
Name: Bacitracin
CAS#: 1405-87-4
Chemical Formula: C66H103N17O16S
Exact Mass: 1421.7489
Molecular Weight: 1422.71
Elemental Analysis: C, 55.72; H, 7.30; N, 16.74; O, 17.99; S, 2.25


Synonym: Bacitracin;

IUPAC/Chemical Name: (4R)-4-[[(2S)-2-[[(4R)-2-[(1S,2S)-1-amino-2-methylbutyl]-4,5-dihydro-1,3-thiazole-4-carbonyl]amino]-4-methylpentanoyl]amino]-5-[[(2S,3S)-1-[[(3S,6R,9S,12R,15S,18R,21S)-3-(2-amino-2-oxoethyl)-18-(3-aminopropyl)-12-benzyl-15-[(2S)-butan-2-yl]-6-(carboxymethyl)-9-(1H-imidazol-5-ylmethyl)-2,5,8,11,14,17,20-heptaoxo-1,4,7,10,13,16,19-heptazacyclopentacos-21-yl]amino]-3-methyl-1-oxopentan-2-yl]amino]-5-oxopentanoic acid

InChi Key: CLKOFPXJLQSYAH-ABRJDSQDSA-N

InChi Code: InChI=1S/C66H103N17O16S/c1-9-35(6)52(69)66-81-48(32-100-66)63(97)76-43(26-34(4)5)59(93)74-42(22-23-50(85)86)58(92)83-53(36(7)10-2)64(98)75-40-20-15-16-25-71-55(89)46(29-49(68)84)78-62(96)47(30-51(87)88)79-61(95)45(28-39-31-70-33-72-39)77-60(94)44(27-38-18-13-12-14-19-38)80-65(99)54(37(8)11-3)82-57(91)41(21-17-24-67)73-56(40)90/h12-14,18-19,31,33-37,40-48,52-54H,9-11,15-17,20-30,32,67,69H2,1-8H3,(H2,68,84)(H,70,72)(H,71,89)(H,73,90)(H,74,93)(H,75,98)(H,76,97)(H,77,94)(H,78,96)(H,79,95)(H,80,99)(H,82,91)(H,83,92)(H,85,86)(H,87,88)/t35-,36-,37-,40-,41+,42+,43-,44+,45-,46-,47+,48-,52-,53-,54-/m0/s1

SMILES Code: O=C(O)CC[C@@H](NC([C@@H](NC([C@H]1N=C([C@@H](N)[C@@H](C)CC)SC1)=O)CC(C)C)=O)C(N[C@@H]([C@@H](C)CC)C(N[C@@H]2C(N[C@H](CCCN)C(N[C@@H]([C@H](CC)C)C(N[C@H](CC3=CC=CC=C3)C(N[C@@H](CC4=CN=CN4)C(N[C@H](CC(O)=O)C(N[C@@H](CC(N)=O)C(NCCCC2)=O)=O)=O)=O)=O)=O)=O)=O)=O


Technical Data

Appearance:
Solid powder

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:
>2 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).

Harmonized System Code:
293490


References

1: Edge R, Argáez C. Topical Antibiotics for Impetigo: A Review of the Clinical Effectiveness and Guidelines [Internet]. Ottawa (ON): Canadian Agency for Drugs and Technologies in Health; 2017 Feb 21. Available from http://www.ncbi.nlm.nih.gov/books/NBK447580/ PubMed PMID: 28825778.

2: Sharma CK, Sharma M. Up Scaling Strategies to Improve the Industrial Production of Bacitracin at Largescale. Mini Rev Med Chem. 2017;17(16):1548-1556. doi: 10.2174/1389557517666170711165914. Review. PubMed PMID: 28699496.

3: Williamson DA, Carter GP, Howden BP. Current and Emerging Topical Antibacterials and Antiseptics: Agents, Action, and Resistance Patterns. Clin Microbiol Rev. 2017 Jul;30(3):827-860. doi: 10.1128/CMR.00112-16. Review. PubMed PMID: 28592405; PubMed Central PMCID: PMC5475228.

4: Nelson RL, Suda KJ, Evans CT. Antibiotic treatment for Clostridium difficile-associated diarrhoea in adults. Cochrane Database Syst Rev. 2017 Mar 3;3:CD004610. doi: 10.1002/14651858.CD004610.pub5. Review. PubMed PMID: 28257555.

5: Hao XY, Li HL, Su H, Cai H, Guo TK, Liu R, Jiang L, Shen YF. Topical phenytoin for treating pressure ulcers. Cochrane Database Syst Rev. 2017 Feb 22;2:CD008251. doi: 10.1002/14651858.CD008251.pub2. Review. PubMed PMID: 28225152.

6: Venekamp RP, Javed F, van Dongen TM, Waddell A, Schilder AG. Interventions for children with ear discharge occurring at least two weeks following grommet (ventilation tube) insertion. Cochrane Database Syst Rev. 2016 Nov 17;11:CD011684. Review. PubMed PMID: 27854381.

7: Heal CF, Banks JL, Lepper PD, Kontopantelis E, van Driel ML. Topical antibiotics for preventing surgical site infection in wounds healing by primary intention. Cochrane Database Syst Rev. 2016 Nov 7;11:CD011426. Review. PubMed PMID: 27819748.

8: Crowley CS, Cohen PR. Yellow hair following sequential application of bacitracin zinc and selenium sulfide: Report of acquired xanthotrichosis and review of yellow hair discoloration. Dermatol Online J. 2016 Jun 15;22(6). pii: 13030/qt9ft033d0. Review. PubMed PMID: 27617598.

9: Septimus EJ, Schweizer ML. Decolonization in Prevention of Health Care-Associated Infections. Clin Microbiol Rev. 2016 Apr;29(2):201-22. doi: 10.1128/CMR.00049-15. Review. PubMed PMID: 26817630; PubMed Central PMCID: PMC4786886.

10: Astiazarán-García H, Iñigo-Figueroa G, Quihui-Cota L, Anduro-Corona I. Crosstalk between Zinc Status and Giardia Infection: A New Approach. Nutrients. 2015 Jun 3;7(6):4438-52. doi: 10.3390/nu7064438. Review. PubMed PMID: 26046395; PubMed Central PMCID: PMC4488794.

11: Chang VS, Dhaliwal DK, Raju L, Kowalski RP. Antibiotic Resistance in the Treatment of Staphylococcus aureus Keratitis: a 20-Year Review. Cornea. 2015 Jun;34(6):698-703. doi: 10.1097/ICO.0000000000000431. Review. PubMed PMID: 25811722; PubMed Central PMCID: PMC4426026.

12: Shim J, Lanier J, Qui MK. Clinical inquiry: what is the best treatment for impetigo ? J Fam Pract. 2014 Jun;63(6):333-5. Review. PubMed PMID: 25061625.

13: Piekarska M, Wandałowicz AD, Miigoć H. [Clostridium difficile infecion--diagnostics, prevention and treatment]. Pol Merkur Lekarski. 2014 Apr;36(214):278-82. Review. Polish. PubMed PMID: 24868904.

14: Khan M, Rothrauff BB, Merali F, Musahl V, Peterson D, Ayeni OR. Management of the contaminated anterior cruciate ligament graft. Arthroscopy. 2014 Feb;30(2):236-44. doi: 10.1016/j.arthro.2013.10.012. Review. PubMed PMID: 24485117.

15: Verma A, Kumar N, Malviya R, Sharma PK. Emerging Trends in Noninvasive Insulin Delivery. J Pharm (Cairo). 2014;2014:378048. doi: 10.1155/2014/378048. Epub 2014 May 14. Review. PubMed PMID: 26556194; PubMed Central PMCID: PMC4590826.

16: Kruckenhauser EM, Nogler M, Coraça-Huber D. Use of lavage fluids in arthroplasty to prevent postoperative infections. Drug Res (Stuttg). 2014 Mar;64(3):166-8. doi: 10.1055/s-0033-1354367. Epub 2013 Aug 28. Review. PubMed PMID: 23986306.

17: Saunders DP, Epstein JB, Elad S, Allemano J, Bossi P, van de Wetering MD, Rao NG, Potting C, Cheng KK, Freidank A, Brennan MT, Bowen J, Dennis K, Lalla RV; Mucositis Study Group of the Multinational Association of Supportive Care in Cancer/International Society of Oral Oncology (MASCC/ISOO). Systematic review of antimicrobials, mucosal coating agents, anesthetics, and analgesics for the management of oral mucositis in cancer patients. Support Care Cancer. 2013 Nov;21(11):3191-207. doi: 10.1007/s00520-013-1871-y. Epub 2013 Jul 6. Review. Erratum in: Support Care Cancer. 2015 Feb;23(2):601-2. Dosage error in article text. PubMed PMID: 23832272.

18: Joseph J, Singhal S, Patel GM, Anand S. Clostridium difficile colitis: review of the therapeutic approach. Am J Ther. 2014 Sep-Oct;21(5):385-94. doi: 10.1097/MJT.0b013e318245992d. Review. PubMed PMID: 22990077.

19: Chancey ST, Zähner D, Stephens DS. Acquired inducible antimicrobial resistance in Gram-positive bacteria. Future Microbiol. 2012 Aug;7(8):959-78. doi: 10.2217/fmb.12.63. Review. PubMed PMID: 22913355; PubMed Central PMCID: PMC3464494.

20: Venugopal AA, Johnson S. Current state of Clostridium difficile treatment options. Clin Infect Dis. 2012 Aug;55 Suppl 2:S71-6. doi: 10.1093/cid/cis355. Review. PubMed PMID: 22752868; PubMed Central PMCID: PMC3388023.