Dihydrostreptomycin sulfate

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Dihydrostreptomycin sulfate
Category Antibiotics
Catalog number BBF-03987
CAS 1425-61-2
Molecular Weight 583.60 (free base)
Molecular Formula C21H41N7O12.xH2O4S

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Description

Dihydrostreptomycin is a semi-synthetic aminoglycoside antibiotic, a derivative of streptomycin, which has a bactericidal effect and is used to treat tuberculosis.

Specification

Related CAS 8027-91-6 (Deleted CAS) 7664-93-9 (free base) 5490-27-7 (sesquisulfate)
Synonyms D-Streptamine, O-2-deoxy-2-(methylamino)-α-L-glucopyranosyl-(1→2)-O-5-deoxy-3-C-(hydroxymethyl)-α-L-lyxofuranosyl-(1→4)-N1,N3-bis(aminoiminomethyl)-, sulfate (1:x); D-Streptamine, O-2-deoxy-2-(methylamino)-α-L-glucopyranosyl-(1→2)-O-5-deoxy-3-C-(hydroxymethyl)-α-L-lyxofuranosyl-(1→4)-N,N'-bis(aminoiminomethyl)-, sulfate (salt); Streptomycin, dihydro-, sulfate (salt)
IUPAC Name 1,1'-((1R,2R,3S,4R,5R,6S)-4-(((2R,3R,4R,5S)-3-(((2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)tetrahydro-2H-pyran-2-yl)oxy)-4-hydroxy-4-(hydroxymethyl)-5-methyltetrahydrofuran-2-yl)oxy)-2,5,6-trihydroxycyclohexane-1,3-diyl)diguanidine sulfate;sulfuric acid

Reference Reading

1.Effect of 2 herbal intramammary products on milk quantity and quality compared with conventional and no dry cow therapy.
Mullen KA1, Anderson KL2, Washburn SP3. J Dairy Sci. 2014;97(6):3509-22. doi: 10.3168/jds.2013-7460. Epub 2014 Apr 14.
Dry cow therapy, administered at the end of lactation, is aimed at eliminating current and preventing future intramammary (IMM) bacterial infections and typically involves intramammary administration of antibiotics. Certified organic dairies in the United States are restricted from using antibiotics and must consider an alternative therapy or no dry cow therapy. The current study compared 2 herbal products to conventional dry cow therapy and no treatment for a total of 5 treatments over 2 trials. Trial 1 was conducted over 3 yr on 1 research farm and trial 2 included 4 commercial farms plus the research herd over 2 yr. Treatments included (1) a conventional IMM antibiotic and internal teat sealant (penicillin-dihydrostreptomycin and bismuth subnitrate; CON); (2) an herbal IMM product purported to act as a teat sealant (Cinnatube, New AgriTech Enterprises, Locke, NY; CIN); (3) an herbal IMM product (Phyto-Mast, Bovinity Health LLC, Narvon, PA; P-M); (4) Phyto-Mast and Cinnatube (PC); or (5) no dry cow therapy (NT).
2.[Determination of streptomycin and dihydrostreptomycin residues in tomato ketchup by UPLC-MS/MS].
Liu T, Wang S, Ma Y, Cheng J, Shen S, Wang Z. Wei Sheng Yan Jiu. 2016 Jan;45(1):61-4.
OBJECTIVE: To develop a method for simultaneous determination of streptomycin and dihydrostreptomycin residues in tomato ketchup by ultra-high performance liquid chromatography-tandem mass spectrometry (UPLC-MS/MS).
3.Randomized noninferiority clinical trial evaluating 3 commercial dry cow mastitis preparations: I. Quarter-level outcomes.
Arruda AG1, Godden S, Rapnicki P, Gorden P, Timms L, Aly SS, Lehenbauer TW, Champagne J. J Dairy Sci. 2013 Jul;96(7):4419-35. doi: 10.3168/jds.2012-6461. Epub 2013 Apr 28.
The study objective was to compare the efficacy of 3 commercial dry cow mastitis formulations regarding quarter-level prevalence of intramammary infections (IMI) postcalving, cure of preexisting infections over the dry period, prevention of new infections during the dry period, and risk for a clinical mastitis case between calving and 100d in milk (DIM). A total of 1,091 cows (4,364 quarters) from 6 commercial dairy herds in 4 different states (California, Iowa, Minnesota, and Wisconsin) were enrolled and randomized to 1 of the 3 treatments at dry-off: Quartermaster (QT; 1,000,000 IU of procaine penicillin G and 1 g of dihydrostreptomycin; Pfizer Animal Health, New York, NY), Spectramast DC (SP; 500 mg of ceftiofur hydrochloride; Pfizer Animal Health), or ToMorrow Dry Cow (TM; 300mg of cephapirin benzathine; Boehringer Ingelheim Vetmedica Inc., St. Joseph, MO). Quarter milk samples were collected for routine bacteriological culture before dry cow therapy treatment at dry-off, 0 to 6 DIM, and 7 to 13 DIM and an on-farm record-keeping system was used to retrieve data on clinical mastitis cases.
4.Distribution of antimicrobial-resistant lactic acid bacteria in natural cheese in Japan.
Ishihara K1, Nakajima K, Kishimoto S, Atarashi F, Muramatsu Y, Hotta A, Ishii S, Takeda Y, Kikuchi M, Tamura Y. Microbiol Immunol. 2013 Oct;57(10):684-91. doi: 10.1111/1348-0421.12090.
To determine and compare the extent of contamination caused by antimicrobial-resistant lactic acid bacteria (LAB) in imported and domestic natural cheeses on the Japanese market, LAB were isolated using deMan, Rogosa and Sharpe (MRS) agar and MRS agar supplemented with six antimicrobials. From 38 imported and 24 Japanese cheeses, 409 LAB isolates were obtained and their antimicrobial resistance was tested. The percentage of LAB resistant to dihydrostreptomycin, erythromycin, and/or oxytetracycline isolated from imported cheeses (42.1%) was significantly higher than that of LAB resistant to dihydrostreptomycin or oxytetracycline from cheeses produced in Japan (16.7%; P=0.04). Antimicrobial resistance genes were detected in Enterococcus faecalis (tetL, tetM, and ermB; tetL and ermB; tetM) E. faecium (tetM), Lactococcus lactis (tetS), Lactobacillus (Lb.), casei/paracasei (tetM or tetW), and Lb. rhamnosus (ermB) isolated from seven imported cheeses.

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