N-methyl Mesoporphyrin IX | CAS# 142234-85-3 | Transition State Analog

MedKoo Cat#: 574175 | Name: N-methyl Mesoporphyrin IX

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Description:

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

N-methyl Mesoporphyrin IX is a transition state analog of porphyrin and an inhibitor of ferrochelatase. N-methyl Mesoporphyrin IX has been used as a turn-on biosensor for target DNA sequences when used in complex with a G-quadruplex-forming sequence fused to a DNA sequence complementary to the target sequence. It has also been used to detect amyloid-β (1-40) (Aβ40) fibrils in vitro and in live PC12 cells overexpressing Aβ.

Chemical Structure

N-methyl Mesoporphyrin IX

CAS#142234-85-3

Theoretical Analysis

MedKoo Cat#: 574175

Name: N-methyl Mesoporphyrin IX

CAS#: 142234-85-3

Chemical Formula: C35H40N4O4

Exact Mass: 580.3050

Molecular Weight: 580.73

Elemental Analysis: C, 72.39; H, 6.94; N, 9.65; O, 11.02

Price and Availability

Size	Price	Availability	Quantity
1mg	USD 350.00	2 Weeks
5mg	USD 620.00	2 Weeks

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Related CAS #

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Synonym

N-methyl Mesoporphyrin IX

IUPAC/Chemical Name

8,13-diethyl-3,7,12,17,23-pentamethyl-21H,23H-porphine-2,18-dipropanoic acid

InChi Key

XASXJWXLPCEQJN-UQOLDQHFSA-N

InChi Code

InChI=1S/C35H40N4O4/c1-8-22-18(3)26-14-27-19(4)24(10-12-34(40)41)29(36-27)15-30-25(11-13-35(42)43)20(5)28(38-30)16-33-23(9-2)21(6)32(39(33)7)17-31(22)37-26/h14-17,36H,8-13H2,1-7H3,(H,40,41)(H,42,43)/b26-14-,27-14-,28-16-,29-15-,30-15-,31-17-,32-17-,33-16-

SMILES Code

CC1=C2[NH]C(/C=C(C(CCC(O)=O)=C3C)\[N]=C3/C=C4[N](C)/C(C(C)=C\4CC)=C\C5=[N]/C(C(C)=C5CC)=C\2)=C1CCC(O)=O

Appearance

Solid powder

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

>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

2934.99.9001

More Info

N-methyl Mesoporphyrin displays excitation/emission maxima of 399/610 nm, respectively.

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 580.73 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.

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. de Matteis, F., Gibbs, A.H., and Smith, A.G. Inhibition of protohaem ferro-lyase by N-substituted porphyrins. Structural requirements for the inhibitory effect. Biochem. J. 189(3), 645-648 (1980). 2. Ren, J., Qin, H., Wang, J., et al. Label-free detection of nucleic acids by turn-on and turn-off G-quadruplex-mediated fluorescence. Anal. Bioanal. Chem. 399(8), 2763-2770 (2011). 3. Li, M., Zhao, A., Ren, J., et al. N‑Methyl mesoporphyrin IX as an effective probe for monitoring Alzheimer’s disease β‑amyloid aggregation in living cells. ACS Chem. Neurosci. 8(6), 1299-1304 (2017). 4. Paramasivan, S., and Bolton, P.H. Mix and measure fluorescence screening for selective quadruplex binders. Nucleic Acids Res. 36(17), e106 (2008).