出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2016/04/25 03:31:07」(JST)
Systematic (IUPAC) name | |
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(4R)-4-[(2S)-2-({2-[(1S)-1-amino-2-methylbutyl]- 4,5-dihydro-1,3-thiazol-5-yl}formamido)-4-methylpentanamido]-4-{[(1S)- 1-{[(3S,6R,9S,12R,15S,18R,21S)- 18-(3-aminopropyl)-12-benzyl-15-(butan-2-yl)-3-(carbamoylmethyl)- 6-(carboxymethyl)-9-(1H-imidazol-5-ylmethyl)-2,5,8,11,14,17,20- heptaoxo-1,4,7,10,13,16,19-heptaazacyclopentacosan-21-yl]carbamoyl}- 2-methylbutyl]carbamoyl}butanoic acid
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Clinical data | |
Trade names | Baciim |
AHFS/Drugs.com | monograph |
Pregnancy category |
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Routes of administration |
Topical, intramuscular |
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Identifiers | |
CAS Number | 1405-87-4 Y |
ATC code | D06AX05 (WHO) J01XX10 (WHO) R02AB04 (WHO) QA07AA93 (WHO) |
PubChem | CID 439542 |
DrugBank | DB00626 Y |
ChemSpider | 10481985 Y |
UNII | 58H6RWO52I Y |
KEGG | D00128 N |
ChEMBL | CHEMBL1200558 N |
Chemical data | |
Formula | C66H103N17O16S |
Molar mass | 1422.69 g/mol |
SMILES
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InChI
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NY (what is this?) (verify) |
Bacitracin is a mixture of related cyclic peptides produced by organisms of the licheniformis group of Bacillus subtilis var Tracy, first isolated in 1945. These peptides disrupt both gram positive and gram negative bacteria by interfering with cell wall and peptidoglycan synthesis.
Bacitracin is primarily used as a topical preparation (as it is can cause kidney damage when used internally).
While the use of any antibiotic can contribute to antibiotic resistance, localized topical applications are less frequently implicated than their systemic counterparts. However, antibiotics such as bacitracin have been shown to act as dermatological irritants and may slow healing.[1][2]
The drug's unique name derives from the fact that it was isolated by John T. Goorley from a girl named Margaret Treacy (1936–1994):[3] The surname was misspelled and the name was shortened to the more common spelling Tracy
One strain isolated from tissue debrided from a compound fracture of the tibia was particularly active. We named this growth-antagonistic strain for the patient, "Tracy I." When cell-free filtrates of broth cultures of this bacillus proved to possess strong antibiotic activity and to be non-toxic, further study seemed warranted. We have called this active principle "Bacitracin."[4]
It was approved by FDA in 1948.
Bacitracin is synthesised via what is called nonribosomal peptide synthetases (NRPSs), which means that ribosomes are not involved in its synthesis.
bacABC is involved in synthesis.[5]
Bacitracin is commercially manufactured by growing the bacteria Bacillus subtilis var Tracy I in a container of liquid growth medium. Over time, the bacteria synthesizes the antibiotic and secretes the antibiotic into the medium. The antibiotic is then extracted from the medium using chemical processes.
Bacitracin is composed of a mixture of related compounds with varying degrees of antibacterial activity. Notable fractions include bacitracin A, A1, B, B1, B2, C, D, E, F, G, and X.[6] Bacitracin A has been found to have the most antibacterial activity. Bacitracin B1 and B2 have similar potencies and are approximately 90% as active as bacitracin A.[7] Other bacitracin components including F and X do not appear to be extensively studied.
Bacitracin is a broad spectrum antibiotic. It targets both Gram-positive and Gram-negative bacteria, especially those that cause skin infections. The following represents susceptibility data for a few medically significant microorganisms.
[8]
Bacitracin interferes with the dephosphorylation of C55-isoprenyl pyrophosphate, a molecule that carries the building-blocks of the peptidoglycan bacterial cell wall outside of the inner membrane.[9]
Some have claimed that bacitracin is a protein disulfide isomerase inhibitor, but this is disputed by in vitro studies.[10][11]
Bacitracin is used in human medicine as a polypeptide antibiotic and is "approved by the U.S. Food and Drug Administration (FDA) for use in chickens and turkeys," though use in animals contributes to antibiotic resistance.[12]
As bacitracin zinc salt, in combination with other topical antibiotics (usually polymyxin B and neomycin) as an ointment ("triple antibiotic ointment," with a common brand name Neosporin), it is used for topical treatment of a variety of localized skin and eye infections, as well as for the prevention of wound infections. A non-ointment form of ophthalmic solution is also available for eye infections.[13]
Although allergic cross reaction with sulfa drugs has been occasionally reported, bacitracin-containing topical preparations remain a possible alternative to silver sulfadiazine (Silvadene) for burn patients with a sulfa allergy.
Bacitracin can also be bought in pure form for those with allergies to the polymyxin B and neomycin components of the combination product.
Bacitracin is also commonly used as an aftercare antibiotic on tattoos and circumcision. It is preferred over combination products such as Neosporin because of its fewer ingredients, which lowers chances of an allergic reaction.[14]
In 2005–06, it was the sixth-most-prevalent allergen in patch tests (9.2%).[15]
It was voted Allergen of the Year in 2003 by the American Contact Dermatitis Society.[16]
In infants, bacitracin is rarely administered intramuscularly for the treatment of staphylococcal pneumonia and empyema when due to organisms shown susceptible to bacitracin. This use is extremely limited, since bacitracin is nephrotoxic and the concentration of bacitracin in the blood must be followed closely.[17]
Bacitracin can be used to distinguish Streptococcus pyogenes from other "strep" bacteria,[18] with S. pyogenes being sensitive to bacitracin and others resistant. In this case bacitracin is used to distinguish S. pyogenes from other β-hemolytic streptococci.
It is also commonly used to distinguish Haemophilus influenzae colonies amongst respiratory flora, since H. influenzae is intrinsically resistant to bacitracin, colonies form within the zone of inhibition.
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リンク元 | 「抗菌薬」「バシトラシン」「BC」 |
Mechanism of action | Drugs | |
1 | Block cell wall synthesis by inhibition of peptidoglycan cross-linking | penicillin, ampicillin, ticarcillin, piperacillin, imipenem, aztreonam, cephalosporins |
2 | Block peptidoglycan synthesis | bacitracin, vancomycin, cycloserine |
3 | Disrupt bacterial/fungal cell membranes | polymyxins |
4 | Disrupt fungal cell membranes | amphotericin B, nystatin, fluconazole/azoles |
5 | Block nucleotide synthesis | sulfonamides, trimethoprim |
6 | Block DNA topoisomerases | quinolones |
7 | Block mRNA synthesis | rifampin |
8 | Block protein synthesis at 50S ribosomal subunit | chloramphenicol, erythromycin/macrolides, lincomycin, clindamycin, streptogramins (quinupristin, dalfopristin), linezolid |
9 | Block protein synthesis at 30S ribosomal subunit | aminoglycosides, tetracyclines, spectinomycin ATuSi → あつし |
感染臓器・臨床診断 | 原因菌 | 投与期間(抗菌薬) |
髄膜炎 | インフルエンザ菌 | 7-10日 |
肺炎球菌 | 10-14日 | |
髄膜炎菌 | 7-10日 | |
GBS,腸内細菌,リステリア | 21日 | |
中耳炎 | <2 歳 | 10日 |
2 歳≦ | 5-7日 | |
咽頭炎 | A 群連鎖球菌 | 10日(ペニシリン系薬) |
5日(セフェム系薬) | ||
肺炎 | 肺炎球菌,インフルエンザ菌 | 解熱後3-4日 |
黄色ブドウ球菌 | 3-4週間 | |
マイコプラズマ,クラミジア | 10-21日 | |
腎臓、膀胱炎、腎盂腎炎 | 大腸菌,プロテウス,腸球菌 | 3日 |
14日 | ||
骨髄炎 | 黄色ブドウ球菌 | 21日 |
連鎖球菌,インフルエンザ菌 | 14日 |
骨 | 骨髄炎 | 4-6週 | |
耳鼻咽喉 | 中耳炎 | 5-7日 | |
副鼻腔炎 | 5-14日 | ||
A群溶連菌咽頭炎 | 10日 | ||
肺 | 肺炎 | 肺炎球菌 | 7-10日 or 解熱後3日間 |
インフルエンザ菌 | 10-14日 | ||
マイコプラズマ | 14日(7-10日) | ||
レジオネラ | 21日 | ||
肺化膿症 | 28-42日 | ||
心臓 | 感染性心内膜炎 | α連鎖球菌 | 2-4週 |
黄色ブドウ球菌 | 4-6週 | ||
消化管 | 腸炎 | 赤痢菌 | 3日 |
チフス | 14日(5-7日) | ||
パラチフス | |||
腹膜炎 | 特発性 | 5日 | |
二次性 | 10-14日 | ||
胆肝膵 | 肝膿瘍 | 細菌性 | 4-8週 |
アメーバ性 | 10日 | ||
尿路 | 膀胱炎 | 3日 | |
急性腎盂腎炎 | 14日(7-10日) | ||
急性腎盂腎炎・再発 | 6週 | ||
慢性前立腺炎 | 1-3ヶ月 | ||
髄腔 | 髄膜炎 | インフルエンザ菌 | 7-10日 |
髄膜炎菌 | |||
肺炎球菌 | 10-14日 | ||
リステリア | 21日 | ||
敗血症 | 敗血症 | コアグラーゼ陰性ブドウ球菌 | 5-7日 |
黄色ブドウ球菌 | 28日(14日) | ||
グラム陰性桿菌 | 14日(7-14日) | ||
カンジダ | 血液培養陰性化後, 14日 |
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