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PZ0021

Tigecycline hydrate

Name: Tigecycline hydrate
Brand: SIGMA

≥98% (HPLC), bacterial protein synthesis inhibitor, powder

Synonym(s):

9-t-Butylglycylamido-minocycline hydrate, TBG-MINO, Tigecyclin, Tygacil

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About This Item

Empirical Formula (Hill Notation):

C₂₉H₃₉N₅O₈ · xH₂O

CAS Number:

1229002-07-6

Molecular Weight:

585.65 (anhydrous basis)

UNSPSC Code:

12352200

PubChem Substance ID:

329823688

NACRES:

NA.77

Assay:

≥98% (HPLC)

Form:

powder

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Properties

Product Name

Tigecycline hydrate, ≥98% (HPLC)

Quality Segment

100

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D -175 to -205°, c = 0.15 in methanol

color

off-white to yellow-brown

solubility

DMSO: ≥3 mg/mL (warmed)

storage temp.

2-8°C

SMILES string

O.CN(C)[C@H]1[C@@H]2C[C@@H]3Cc4c(cc(NC(=O)CNC(C)(C)C)c(O)c4C(=O)C3=C(O)[C@]2(O)C(=O)C(C(N)=O)=C1O)N(C)C

InChI

1S/C29H39N5O8.H2O/c1-28(2,3)31-11-17(35)32-15-10-16(33(4)5)13-8-12-9-14-21(34(6)7)24(38)20(27(30)41)26(40)29(14,42)25(39)18(12)23(37)19(13)22(15)36;/h10,12,14,21,31,36,38-39,42H,8-9,11H2,1-7H3,(H2,30,41)(H,32,35);1H2/t12-,14-,21-,29-;/m0./s1

InChI key

PMPLAEFBZIFHAR-KXLOKULZSA-N

Description

General description

Tigecycline is used to treat complicated skin and skin structure infections (cSSSI) and complicated intraabdominal infections.

Application

TIGECYCLINE HYDRATE has been used:

for antibiotic susceptibility testing
to study its effects on multiple nonsmall cell lung cancer (NSCLC) cell lines
to evaluate its effects on the binding of fluoroquinolones to human serum albumin
as a standard to investigate the penetration of tigecycline into cornea, aqueous humor and vitreous humor

Biochem/physiol Actions

Tigecycline is a broad spectrum glycylcycline antibiotic.

Tigecycline is a broad spectrum glycylcycline antibiotic. Tigecycline is bacteriostatic, that inhibits protein synthesis by binding to the 30S ribosomal subunit of bacteria and thereby blocking entry of Aminoacyl-tRNA into the A site of the ribosome during prokaryotic translation. Tigecycline is active against resistant strains of gram-positive and gram-negative bacteria, avoiding the two most common mechanisms of resistance to the tetracycline antimicrobials: tetracycline efflux pump proteins and ribosomal protection proteins.