Kynuramine HBr

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MedKoo CAT#: 558609

CAS#: 304-47-2 (HBr)

Description: Kynuramine is a fluorescent substrate and probe of plasma amine oxidase. The fluorescence substrate kynuramine was used as a probe of the catalytic site of plasma amine oxidase. Under anaerobic conditions, the binding of kynuramine causes several spectroscopic changes. The Stokes shift (deltav = 5326 cm-) associated with binding of the substrate to the enzyme can be attributed to nonpolar properties of the binding site, whereas the increase in emission anisotropy (A = 33) indicates rigid attachment of the substrate to the enzyme. The fluorescence enhancement that follows the binding of substrate was used to determine the association constant (Ka). The enzyme plasma amine oxidase binds only 1 molecule of substrate with a Ka = 1.8 X 10(5) M-1 under anaerobic conditions. The use of fluorescence substrates seems to offer the possibility of monitoring conformational changes occurring prior to the catalytic event.

Chemical Structure

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Kynuramine HBr
CAS# 304-47-2 (HBr)
Instruction

Theoretical Analysis

MedKoo Cat#: 558609
Name: Kynuramine HBr
CAS#: 304-47-2 (HBr)
Chemical Formula: C9H14Br2N2O
Exact Mass: 164.09
Molecular Weight: 326.032
Elemental Analysis: C, 33.16; H, 4.33; Br, 49.02; N, 8.59; O, 4.91

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Related CAS #: 304-47-2 (HBr)   363-36-0 (free base)    

Synonym: Kynuramine; Diaminopropiophenone;

IUPAC/Chemical Name: 1-Propanone, 3-amino-1-(2-aminophenyl)-, dihydrobromide

InChi Key: KNLPLQJBAIXOQE-UHFFFAOYSA-N

InChi Code: InChI=1S/C9H12N2O.2BrH/c10-6-5-9(12)7-3-1-2-4-8(7)11;;/h1-4H,5-6,10-11H2;2*1H

SMILES Code: O=C(C1=CC=CC=C1N)CCN.[H]Br.[H]Br

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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 326.03 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Niu S, Li F, Tan DX, Zhang L, Idle JR, Gonzalez FJ, Ma X. Analysis of N1-acetyl-N2-formyl-5-methoxykynuramine/N1-acetyl-5-methoxy-kynuramine formation from melatonin in mice. J Pineal Res. 2010 Sep;49(2):106-14. doi: 10.1111/j.1600-079X.2010.00771.x. Epub 2010 May 27. PMID: 20545825; PMCID: PMC4699585.


2: Mendelson SD, Lee N, Gorzalka BB. Intraventricular administration of l-kynurenine and kynuramine facilitates lordosis in the female rat. Eur J Pharmacol. 1987 Oct 27;142(3):447-51. doi: 10.1016/0014-2999(87)90086-0. PMID: 3428356.


3: Pomfret DW, Schenck KW, Fludzinski P, Cohen ML. Interaction of 5-hydroxykynurenamine, L-kynurenine and kynuramine with multiple serotonin receptors in smooth muscle. J Pharmacol Exp Ther. 1987 May;241(2):465-71. PMID: 3572806.


4: Matsumoto T, Suzuki O, Furuta T, Asai M, Kurokawa Y, Nimura Y, Katsumata Y, Takahashi I. A sensitive fluorometric assay for serum monoamine oxidase with kynuramine as substrate. Clin Biochem. 1985 Apr;18(2):126-9. doi: 10.1016/s0009-9120(85)80094-1. PMID: 4017223.


5: Johnson TD, Charlton KG, Clarke DE. Cardiac norepinephrine releasing action of kynuramine, an endogenous diamine derived from L-tryptophan. Life Sci. 1984 Dec 3;35(23):2303-10. doi: 10.1016/0024-3205(84)90521-6. PMID: 6503615.


6: Charlton KG, Johnson TD, Maurice RW, Clarke DE. Kynuramine: high affinity for [3H]tryptamine binding sites. Eur J Pharmacol. 1984 Nov 27;106(3):661-4. doi: 10.1016/0014-2999(84)90076-1. PMID: 6519183.


7: Van der Krogt JA, Koot-Gronsveld E, Van den Berg CJ. Localization of rat striatal monoamine oxidase activities towards dopamine, serotonin and kynuramine by gradient centrifugation and nigro-striatal lesions. Life Sci. 1983 Aug 15;33(7):615-23. doi: 10.1016/0024-3205(83)90249-7. PMID: 6877035.


8: Johnson TD, Clarke DE. Blood pressure and heart rate effects of kynuramine in pithed rats. Eur J Pharmacol. 1983 Feb 18;87(2-3):323-6. doi: 10.1016/0014-2999(83)90346-1. PMID: 6132830.


9: Charlton KG, Johnson TD, Hamed AT, Clarke DE. Cardiovascular actions of kynuramine and 5-hydroxykynuramine in pithed rats. J Neural Transm. 1983;57(4):199-211. doi: 10.1007/BF01248993. PMID: 6140297.


10: Johnson TD, Clarke DE. An alpha-adrenoceptor inhibitory action of kynuramine. Eur J Pharmacol. 1981 Jul 10;72(4):351-6. doi: 10.1016/0014-2999(81)90574-4. PMID: 6115758.


11: McEntire JE, Buchok SJ, Papermaster BW. Determination of platelet monoamine oxidase activity in human platelet-rich plasma--a new microfluorescent assay utilizing kynuramine as substrate. Biochem Pharmacol. 1979 Aug 1;28(15):2345-7. doi: 10.1016/0006-2952(79)90698-1. PMID: 497017.


12: Massey JB, Churchich JE. Kynuramine, a fluorescent substrate and probe of plasma amine oxidase. J Biol Chem. 1977 Nov 25;252(22):8081-4. PMID: 562342.


13: Tufvesson G. Fluorometric determination of amine oxidase activity in human blood serum with kynuramine as substrate. Scand J Clin Lab Invest. 1970 Sep;26(2):151-4. doi: 10.3109/00365517009049227. PMID: 5472592.


14: Mills J, Kattau R, Slater IH, Fuller RW. N-substituted cyclopropylamines as monoamine oxidase inhibitors. Structure-activity relationships. Dopa potentiation in mice and in vitro inhibition of kynuramine oxidation. J Med Chem. 1968 Jan;11(1):95-7. doi: 10.1021/jm00307a021. PMID: 4384132.


15: FULLER RW, WALTERS CP. INHIBITION OF MONOAMINE OXIDASE ACTION ON KYNURAMINE BY SUBSTRATE AMINES AND STEREOISOMERIC ALPHA-METHYL AMINES. Biochem Pharmacol. 1965 Feb;14:159-63. doi: 10.1016/0006-2952(65)90071-7. PMID: 14332461.


16: WEISSBACH H, SMITH TE, DALY JW, WITKOP B, UDENFRIEND S. A rapid spectrophotometric assay of mono-amine oxidase based on the rate of disappearance of kynuramine. J Biol Chem. 1960 Apr;235:1160-3. PMID: 13843767.