A glycopeptide antibiotic
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Vancomycin (hydrochloride)

Item No. 15327

Technical Information
CAS Number
1404-93-9
Synonyms
  • Lyphocin
Molecular Formula
C66H75Cl2N9O24 • XHCl
Formula Weight
Purity
≥95%
A crystalline solid
PBS (pH 7.2): 5 mg/ml
λmax
282 nm
SMILES
O[C@@H]1[C@@H](O[C@@](O[C@@H](C)[C@H]2O)([H])C[C@@]2(N)C)[C@@H](O[C@H](CO)[C@H]1O)OC3=C(OC4=CC=C([C@H]([C@H]5NC([C@H](NC)CC(C)C)=O)O)C=C4Cl)C=C([C@](NC([C@@H](NC5=O)CC(N)=O)=O)([H])C(N[C@](C6=O)([H])C7=CC8=C(O)C=C7)=O)C=C3OC9=CC=C([C@H]([C@](C(N[C@@](C(O)=O)([H])C%10=C8C(O)=CC(O)=C%10)=O)([H])N6)O)C=C9Cl.Cl
InChi Code
InChI=1S/C66H75Cl2N9O24.ClH/c1-23(2)12-34(71-5)58(88)76-49-51(83)26-7-10-38(32(67)14-26)97-40-16-28-17-41(55(40)101-65-56(54(86)53(85)42(22-78)99-65)100-44-21-66(4,70)57(87)24(3)96-44)98-39-11-8-27(15-33(39)68)52(84)50-63(93)75-48(64(94)95)31-18-29(79)19-37(81)45(31)30-13-25(6-9-36(30)80)46(60(90)77-50)74-61(91)47(28)73-59(89)35(20-43(69)82)72-62(49)92;/h6-11,13-19,23-24,34-35,42,44,46-54,56-57,65,71,78-81,83-87H,12,20-22,70H2,1-5H3,(H2,69,82)(H,72,92)(H,73,89)(H,74,91)(H,75,93)(H,76,88)(H,77,90)(H,94,95);1H/t24-,34+,35-,42+,44-,46+,47+,48-,49+,50-,51+,52+,53+,54-,56+,57+,65-,66-;/m0./s1
InChi Key
LCTORFDMHNKUSG-XTTLPDOESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    Product Description

    Vancomycin is a glycopeptide antibiotic identified for its utility in the treatment of gram-positive bacteria, including penicillin-resistant staphylococci.1 It acts by binding to bacterial cell wall protein precursors, interfering with continuing protein synthesis.2 Vancomycin resistance in staphylococcal species has recently emerged as a clinical issue.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Levine, D.P. Vancomycin: A history. Clin. Infect. Dis. 42(Suppl 1), S5-S12 (2006).

    2. Williamson, M.P., and Williams, D.H. Hydrophobic interactions affect hydrogen bond strengths in complexes between peptides and vancomycin or ristocetin. Eur. J. Biochem. 138(2), 345-348 (1984).

    3. Srinivasan, A., Dick, J.D., and Perl, T.M. Vancomycin resistance in staphylococci. Clin. Microbiol. Rev. 15(3), 430-438 (2002).