Vancomycin hydrochloride from Streptomyces orientalis

SIGMA/V2002 - ≥900 μg per mg (as vancomycin base)

Synonym: Vancomycin; Vancomycin HCL

CAS Number: 1404-93-9
Empirical Formula (Hill Notation): C₆₆H₇₅Cl₂N₉O₂₄ · HCl
Molecular Weight: 1485.71
Linear Formula: C₆₆H₇₅Cl₂N₉O₂₄ · HCl
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-V2002-100MG	100 mg	$53.70 1/EA	Add To Favorites
45-V2002-250MG	250 mg	$101.00 1/EA	Add To Favorites
45-V2002-1G	1 g	$206.00 1/EA	Add To Favorites
45-V2002-5G	5 g	$811.00 1/EA	Add To Favorites
45-V2002-100G	100 g	$6430.00 1/EA	Add To Favorites

This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: V2002-5G

Properties
Descriptions
Safety Info.
Basic Data

antibiotic activity spectrum	Gram-positive bacteria
biological source	Streptomyces orientalis
color	, off-white to brown or White to orange-brown
concentration	≥900 μg/mg (as vancomycin base)
form	powder
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
mode of action	cell wall synthesis \| interferes
Quality Level	200
SMILES string	Cl[H].CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O[C@H]2C[C@](C)(N)[C@@H](O)[C@@H](C)O2.CN[C@H](CC(C)C)C(=O)NC3[C@H](O)c4ccc(Oc5cc6Oc7ccc(cc7Cl)[C@@H](O)[C@H]8NC(=O)[C@H](NC(=O)[C@H](NC(=O)[C@H](CC(N)=O)NC3=O)c(c5)c6)c9ccc(O)c(c9)-c%10c(O)cc(O)cc%10[C@@H](NC8=O)C(O)=O)c(Cl)c4
storage condition	(Keep container tightly closed in a dry and well-ventilated place.)
storage temp.	2-8°C

Application:	Vancomycin hydrochloride from Streptomyces orientalis has been used: • in the research the effects of antibiotic-induced depletion of Firmicutes and Bacteroidetes on dysregulation of energy homeostasis in obesity • in the research of non-O157 Shiga toxin-producing Escherichia coli Isolates from Bovine Farms • to research the antimicrobial susceptibility of Bifidobacterium strains in various organisms
Biochem/physiol Actions:	Mode of action: Inhibits incorporation of terminal D-alanyl-D-alanine moieties of the NAM/NAG-peptides. Antimicrobial Spectrum: Active against Gram-positive bacteria
Biochem/physiol Actions:	Vancomycin exerts its antibacterial effects by forming noncovalent bonds with undecaprenyl-(muramyl-glucosaminyl)-pentapeptide, a crucial precursor in the biosynthesis of bacterial cell walls. This interaction disrupts the synthesis of peptidoglycan, interfering with the transglycosylation and transpeptidation processes that are essential for bacterial cell wall construction. Consequently, the cell wall′s integrity is compromised, leading to cell lysis. Furthermore, Vancomycin augments the permeability of the bacterial cell wall and hinders RNA synthesis.
Biochem/physiol Actions:	Vancomycin is a glycopeptide antibiotic that blocks bacterial cell wall biosynthesis at the level of peptidoglycan biosynthesis. It inhibits incorporation of terminal D-alanyl-D-alanine moieties of the NAM/NAG-peptides. It is effective against Gram-positive bacteria. Vancomycin also alters bacterial-cell-membrane permeability and RNA synthesis.
Features and Benefits:	• Effective against a wide range of Gram-positive bacteria, including MRSA • Commonly used in Cell Biology and Biochemical applications
General description:	Vancomycin is a nonribosomal glycopeptide antibiotic characterized by its branched, tricyclic, and glycosylated structure. Unlike beta-lactam antibiotics, vancomycin operates by inhibiting bacterial cell wall synthesis at an earlier stage. Its spectrum of activity is primarily directed against aerobic and anaerobic gram-positive bacteria, encompassing a wide range of isolates, including those that exhibit resistance to β-lactams. Vancomycin is notably effective against Gram-positive organisms such as Clostridium difficile, Listeria monocytogenes, Streptococcus pyogenes, Streptococcus pneumoniae, Streptococcus agalactiae, Streptococcus viridans, Streptococcus bovis, Staphylococcus epidermidis, Actinomyces species, and Lactobacillus species. It demonstrates exceptional efficacy in combating methicillin-resistant Staphylococcus aureus (MRSA). Furthermore, vancomycin is a valuable tool for preventing the proliferation of bacterial contaminants in studies related to cell biology and biochemistry.
Other Notes:	For additional information on our range of Biochemicals , please complete this form .
Other Notes:	Keep container tightly closed in a dry and well-ventilated place.
Packaging:	1, 5 g in glass bottle
Packaging:	100, 250 mg in glass bottle
Packaging:	Bottomless glass bottle. Contents are inside inserted fused cone.

Symbol	GHS08
Signal word	Danger
Hazard statements	H317 - H334
Precautionary statements	P261 - P272 - P280 - P284 - P302 + P352 - P304 + P340 + P312
Hazard Codes	Xi
Risk Statements	43
Safety Statements	36/37
RIDADR	NONH for all modes of transport
WGK Germany	WGK 2
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Storage Temp.	2-8°C
UNSPSC	51282703

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