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

N-methyl Mesoporphyrin IX
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WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 574175

CAS#: 142234-85-3

Description: 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

Instruction

Theoretical Analysis

MedKoo Cat#: 574175
Name: N-methyl Mesoporphyrin IX
CAS#: 142234-85-3
Chemical Formula: C35H40N4O4
Exact Mass: 580.31
Molecular Weight: 580.730
Elemental Analysis: C, 72.39; H, 6.94; N, 9.65; O, 11.02

Price and Availability

Size	Price	Availability	Quantity
1mg	USD 255
5mg	USD 620
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

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

Biological target:
In vitro activity:
In vivo activity:

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

Formulation protocol:
In vitro protocol:
In vivo protocol:

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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).

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