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MedKoo Cat#: 591367 | Name: Agmatine
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Description:

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

Agmatine is a naturally occurring polyamine derived from L-arginine with diverse bioactivities. It functions as a neuromodulator and interacts with multiple molecular targets, including: Neurotransmission: Acts on NMDA receptors, inhibits nitric oxide synthase (NOS), and modulates imidazoline and α2-adrenergic receptors, suggesting neuroprotective and antidepressant potential. Anti-inflammatory Effects: Inhibits inducible NOS (iNOS) and reduces oxidative stress, contributing to neuroprotection and anti-inflammatory activity. Pain Modulation: Exhibits analgesic properties by interacting with opioid, NMDA, and imidazoline receptors. Metabolic and Cardiovascular Roles: Influences insulin signaling, reduces oxidative stress, and may help regulate blood pressure. Potential in Drug Addiction: Modulates dopaminergic signaling and has been studied for reducing drug-seeking behavior.

Chemical Structure

Agmatine
CAS#306-60-5 ( free base)

Theoretical Analysis

MedKoo Cat#: 591367

Name: Agmatine

CAS#: 306-60-5 ( free base)

Chemical Formula: C5H14N4

Exact Mass: 130.1218

Molecular Weight: 130.20

Elemental Analysis: C, 46.13; H, 10.84; N, 43.03

Price and Availability

Size Price Availability Quantity
1g USD 350.00 2 Weeks
5g USD 750.00 2 Weeks
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Related CAS #
306-60-5 ( free base) 2482-00-0 (sulfate)
Synonym
Agmatine; NSC 56332; NSC-56332; NSC56332
IUPAC/Chemical Name
1-(4-Aminobutyl)guanidine
InChi Key
QYPPJABKJHAVHS-UHFFFAOYSA-N
InChi Code
InChI=1S/C5H14N4/c6-3-1-2-4-9-5(7)8/h1-4,6H2,(H4,7,8,9)
SMILES Code
NC(NCCCCN)=N
Appearance
Liquid
Purity
>95% (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
>2 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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 130.20 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: Akasaka N, Kato S, Kato S, Hidese R, Wagu Y, Sakoda H, Fujiwara S. Agmatine Production by Aspergillus oryzae is Elevated by Low pH During Solid-State Cultivation. Appl Environ Microbiol. 2018 May 25. pii: AEM.00722-18. doi: 10.1128/AEM.00722-18. [Epub ahead of print] PubMed PMID: 29802188. 2: Tavares MK, Dos Reis S, Platt N, Heinrich IA, Wolin IAV, Leal RB, Kaster MP, Rodrigues ALS, Freitas AE. Agmatine potentiates neuroprotective effects of subthreshold concentrations of ketamine via mTOR/S6 kinase signaling pathway. Neurochem Int. 2018 May 12. pii: S0197-0186(18)30006-8. doi: 10.1016/j.neuint.2018.05.006. [Epub ahead of print] PubMed PMID: 29763645. 3: Li J, Zhang K, Meng Y, Hu J, Ding M, Bian J, Yan M, Han J, Zhou M. Jasmonic acid/Ethylene signaling coordinates hydroxycinnamic acid amides biosynthesis through ORA59 transcription factor. Plant J. 2018 May 11. doi: 10.1111/tpj.13960. [Epub ahead of print] PubMed PMID: 29752755. 4: Singh N, Ecker GF. Insights into the Structure, Function, and Ligand Discovery of the Large Neutral Amino Acid Transporter 1, LAT1. Int J Mol Sci. 2018 Apr 24;19(5). pii: E1278. doi: 10.3390/ijms19051278. Review. PubMed PMID: 29695141. 5: Raeeszadeh M, Beheshtipour J. Letter to the Editor. Naunyn Schmiedebergs Arch Pharmacol. 2018 Jun;391(6):669-670. doi: 10.1007/s00210-018-1501-9. Epub 2018 Apr 21. PubMed PMID: 29680916. 6: Shukla S, Lee JS, Bajpai VK, Nile SH, Huh YS, Han YK, Kim M. Detection of biogenic amines and microbial safety assessment of novel Meju fermented with addition of Nelumbo nucifera, Ginkgo biloba, and Allium sativum. Food Chem Toxicol. 2018 Apr 10. pii: S0278-6915(18)30220-5. doi: 10.1016/j.fct.2018.04.018. [Epub ahead of print] PubMed PMID: 29653182. 7: Wilson KA, Tan-Wilson A. Proteases catalyzing vicilin cleavage in developing pea (Pisum sativum L.) seeds. J Plant Physiol. 2018 May - Jun;224-225:86-94. doi: 10.1016/j.jplph.2018.03.015. Epub 2018 Mar 27. PubMed PMID: 29609123. 8: Querobino SM, Ribeiro CAJ, Alberto-Silva C. Bradykinin-potentiating PEPTIDE-10C, an argininosuccinate synthetase activator, protects against H(2)O(2)-induced oxidative stress in SH-SY5Y neuroblastoma cells. Peptides. 2018 May;103:90-97. doi: 10.1016/j.peptides.2018.03.017. Epub 2018 Mar 29. PubMed PMID: 29605732. 9: Ostadhadi S, Norouzi-Javidan A, Nikoui V, Zolfaghari S, Moradi A, Dehpour AR. Nitric oxide involvement in additive antidepressant-like effect of agmatine and lithium in mice forced swim test. Psychiatry Res. 2018 Mar 15. pii: S0165-1781(17)30787-4. doi: 10.1016/j.psychres.2018.03.010. [Epub ahead of print] PubMed PMID: 29573854. 10: Ščavničar A, Rogelj I, Kočar D, Kӧse S, Pompe M. Determination of Biogenic Amines in Cheese by Ion Chromatography with Tandem Mass Spectrometry Detection. J AOAC Int. 2018 Mar 23. doi: 10.5740/jaoacint.16-0006. [Epub ahead of print] PubMed PMID: 29571305. 11: Ilgü H, Jeckelmann JM, Colas C, Ucurum Z, Schlessinger A, Fotiadis D. Effects of Mutations and Ligands on the Thermostability of the l-Arginine/Agmatine Antiporter AdiC and Deduced Insights into Ligand-Binding of Human l-Type Amino Acid Transporters. Int J Mol Sci. 2018 Mar 20;19(3). pii: E918. doi: 10.3390/ijms19030918. PubMed PMID: 29558430; PubMed Central PMCID: PMC5877779. 12: Kotagale NR, Ali MT, Chopde CT, Umekar MJ, Taksande BG. Agmatine inhibits nicotine withdrawal induced cognitive deficits in inhibitory avoidance task in rats: Contribution of α(2)-adrenoceptors. Pharmacol Biochem Behav. 2018 Apr;167:42-49. doi: 10.1016/j.pbb.2018.03.002. Epub 2018 Mar 10. PubMed PMID: 29530492. 13: Hesterberg RS, Cleveland JL, Epling-Burnette PK. Role of Polyamines in Immune Cell Functions. Med Sci (Basel). 2018 Mar 8;6(1). pii: E22. doi: 10.3390/medsci6010022. Review. PubMed PMID: 29517999; PubMed Central PMCID: PMC5872179. 14: Tommasi S, Elliot DJ, Da Boit M, Gray SR, Lewis BC, Mangoni AA. Homoarginine and inhibition of human arginase activity: kinetic characterization and biological relevance. Sci Rep. 2018 Feb 27;8(1):3697. doi: 10.1038/s41598-018-22099-x. PubMed PMID: 29487337; PubMed Central PMCID: PMC5829263. 15: Liu R, Lin X, Li Z, Li Q, Bi K. Quantitative metabolomics for investigating the value of polyamines in the early diagnosis and therapy of colorectal cancer. Oncotarget. 2017 Dec 4;9(4):4583-4592. doi: 10.18632/oncotarget.22885. eCollection 2018 Jan 12. PubMed PMID: 29435126; PubMed Central PMCID: PMC5796997. 16: Sun A, Song W, Liu J, Luo Q, Chen X, Liu L. [Enzymatic production of arginine derivatives: a review]. Sheng Wu Gong Cheng Xue Bao. 2018 Feb 25;34(2):165-176. doi: 10.13345/j.cjb.170163. Chinese. PubMed PMID: 29424131. 17: Custódio FB, Vasconcelos-Neto MC, Theodoro KH, Chisté RC, Gloria MBA. Assessment of the quality of refrigerated and frozen pork by multivariate exploratory techniques. Meat Sci. 2018 May;139:7-14. doi: 10.1016/j.meatsci.2018.01.004. Epub 2018 Jan 10. PubMed PMID: 29413679. 18: Lenis YY, Johnson GA, Wang X, Tang WW, Dunlap KA, Satterfield MC, Wu G, Hansen TR, Bazer FW. Functional roles of ornithine decarboxylase and arginine decarboxylase during the peri-implantation period of pregnancy in sheep. J Anim Sci Biotechnol. 2018 Jan 24;9:10. doi: 10.1186/s40104-017-0225-x. eCollection 2018. PubMed PMID: 29410783; PubMed Central PMCID: PMC5781304. 19: Donertas B, Cengelli Unel C, Aydin S, Ulupinar E, Ozatik O, Kaygisiz B, Yildirim E, Erol K. Agmatine co-treatment attenuates allodynia and structural abnormalities in cisplatin-induced neuropathy in rats. Fundam Clin Pharmacol. 2018 Jun;32(3):288-296. doi: 10.1111/fcp.12351. Epub 2018 Mar 13. PubMed PMID: 29377255. 20: Nelson TM, Borgogna JC, Michalek RD, Roberts DW, Rath JM, Glover ED, Ravel J, Shardell MD, Yeoman CJ, Brotman RM. Cigarette smoking is associated with an altered vaginal tract metabolomic profile. Sci Rep. 2018 Jan 16;8(1):852. doi: 10.1038/s41598-017-14943-3. PubMed PMID: 29339821; PubMed Central PMCID: PMC5770521.