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MedKoo Cat#: 597584 | Name: Gizzerosine

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Gizzerosine is found in overheated fish meal; causes gizzard erosion in chicks.

Chemical Structure

Gizzerosine
Gizzerosine
CAS#89238-78-8

Theoretical Analysis

MedKoo Cat#: 597584

Name: Gizzerosine

CAS#: 89238-78-8

Chemical Formula: C11H20N4O2

Exact Mass: 240.1586

Molecular Weight: 240.30

Elemental Analysis: C, 54.98; H, 8.39; N, 23.32; O, 13.32

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Gizzerosine;
IUPAC/Chemical Name
N6-(2-(1H-imidazol-4-yl)ethyl)-L-lysine
InChi Key
LFNFNJYYTXESHV-JTQLQIEISA-N
InChi Code
InChI=1S/C11H20N4O2/c12-10(11(16)17)3-1-2-5-13-6-4-9-7-14-8-15-9/h7-8,10,13H,1-6,12H2,(H,14,15)(H,16,17)/t10-/m0/s1
SMILES Code
N[C@@H](CCCCNCCC1=CNC=N1)C(O)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 240.30 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Masumura T, Sugahara M, Noguchi T, Mori K, Naito H. The effect of gizzerosine, a recently discovered compound in overheated fish meal, on the gastric acid secretion in chicken. Poult Sci. 1985 Feb;64(2):356-61. PubMed PMID: 3991416. 2: Ito Y, Terao H, Noguchi T, Naito H. Gizzerosine raises the intracellular cyclic adenosine-3',5'-monophosphate level in isolated chicken proventriculus. Poult Sci. 1988 Sep;67(9):1290-4. PubMed PMID: 2847131. 3: Mrljak V, Grabarević Z, Dzaja P, Barić Rafaj R, Perić J, Artuković B, Bidin Z, Kis S, Stavljenić Rukavina A, Serman V. Effect of different daily doses of gizzerosine on the serum 1,25-dihydroxycholecalciferol concentration in laying hens. Br Poult Sci. 1999 Sep;40(4):523-8. PubMed PMID: 10579412. 4: Hino T, Noguchi T, Naito H. Effect of gizzerosine on acid secretion by isolated mucosal cells of chicken proventriculus. Poult Sci. 1987 Mar;66(3):548-51. PubMed PMID: 3601868. 5: Ito Y, Noguchi T, Naito H. Fluorometric determination of gizzerosine, a histamine H2-receptor agonist discovered in feedstuffs, employing high-performance liquid chromatography. Anal Biochem. 1985 Nov 15;151(1):28-31. PubMed PMID: 4091283. 6: Rosselot G, Lopez-Lastra M, McMurtry JP. Determination of gizzerosine activity in fish meal with a homologous radioimmunoassay. Poult Sci. 1996 Jul;75(7):873-80. PubMed PMID: 8966176. 7: Tisljar M, Grabarević Z, Artuković B, Simec Z, Dzaja P, Vranesić D, Bauer A, Tudja M, Herak-Perković V, Juntes P, Pogacnik M. Gizzerosine-induced histopathological lesions in broiler chicks. Br Poult Sci. 2002 Mar;43(1):86-93. PubMed PMID: 12003343. 8: Ito Y, Noguchi T. [Physiological effects of gizzerosine, a natural inducer of gizzard erosion in chicks]. Seikagaku. 1988 Oct;60(10):1168-72. Japanese. PubMed PMID: 3249074. 9: Diaz GJ, Sugahara M. Individual and combined effects of aflatoxin and gizzerosine in broiler chickens. Br Poult Sci. 1995 Dec;36(5):729-36. PubMed PMID: 8746974. 10: Manosalva H, De Ioannes AE, Becker MI. Development of monoclonal antibodies bearing the internal image of the gizzerosine epitope and application in a competitive ELISA for fish meal. Hybrid Hybridomics. 2004 Feb;23(1):45-54. PubMed PMID: 15000848. 11: Gjevre AG, Kaldhusdal M, Eriksen GS. Gizzard erosion and ulceration syndrome in chickens and turkeys: a review of causal or predisposing factors. Avian Pathol. 2013 Aug;42(4):297-303. doi: 10.1080/03079457.2013.817665. Review. PubMed PMID: 23859215. 12: Sugahara M, Hattori T, Nakajima T. Effect of synthetic gizzerosine on growth, mortality, and gizzard erosion in broiler chicks. Poult Sci. 1988 Nov;67(11):1580-4. PubMed PMID: 3237576. 13: Torres M, Manosalva H, Carrasco I, De Ioannes AE, Becker MI. Procedure for radiolabeling gizzerosine and basis for a radioimmunoassay. J Agric Food Chem. 1999 Oct;47(10):4231-6. PubMed PMID: 10552794. 14: Becker MI, Carrasco I, Beltran C, Torres M, Jaureguiberry B, De Ioannes AE. Development of monoclonal antibodies to gizzerosine, a toxic component present in fish meal. Hybridoma. 1998 Aug;17(4):373-81. PubMed PMID: 9790072. 15: Kiyota H. Synthesis of naturally derived bioactive compounds of agricultural interest. Biosci Biotechnol Biochem. 2006 Feb;70(2):317-24. Review. PubMed PMID: 16495645. 16: Xiao MW, Bai XL, Xu PL, Zhao Y, Yang L, Liu YM, Liao X. Rapid determination of gizzerosine in fish meals using microchip capillary electrophoresis with laser-induced fluorescence detection. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2017 May;34(5):760-765. doi: 10.1080/19440049.2017.1292053. Epub 2017 Feb 22. PubMed PMID: 28277175.