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MedKoo Cat#: 564082 | Name: AMPPD
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Description:

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

AMPPD is a luminescent immunosensor. The AMPPD chemiluminescence process is composed of three steps: AMPPD is enzymatically triggered to produce 3-(2'-spiroadamantyl)-4-methoxy-4-(3″-hydroxyphenyl)-1,2-dioxetane (m-AMPD); m-AMPD decomposes into the excited-state methyl m-oxybenzoate anion (m-MOB(-)); the excited-state m-MOB(-) relaxes to its ground state and emits light.

Chemical Structure

AMPPD
AMPPD
CAS#122341-56-4

Theoretical Analysis

MedKoo Cat#: 564082

Name: AMPPD

CAS#: 122341-56-4

Chemical Formula: C18H23O7P

Exact Mass: 382.1181

Molecular Weight: 382.35

Elemental Analysis: C, 56.54; H, 6.06; O, 29.29; P, 8.10

Price and Availability

Size Price Availability Quantity
5mg USD 450.00 2 Weeks
10mg USD 800.00 2 Weeks
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Related CAS #
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Synonym
AMPPD
IUPAC/Chemical Name
3-[2-Spiroadamantane]-4-methoxy-4-[3-phosphoryloxy]-phenyl-1,2-dioxetane
InChi Key
MDLODAZIYKXVSL-UHFFFAOYSA-N
InChi Code
InChI=1S/C18H23O7P/c1-22-18(13-2-4-16(5-3-13)23-26(19,20)21)17(24-25-18)14-7-11-6-12(9-14)10-15(17)8-11/h2-5,11-12,14-15H,6-10H2,1H3,(H2,19,20,21)
SMILES Code
O=P(OC1=CC=C(C2(OC)C3(OO2)C4CC5CC(C4)CC3C5)C=C1)(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 382.35 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: Yue L, Liu YJ. Mechanism of AMPPD Chemiluminescence in a Different Voice. J Chem Theory Comput. 2013 May 14;9(5):2300-12. doi: 10.1021/ct400206k. Epub 2013 Apr 24. PMID: 26583723. 2: Tu L, Wang Y, Yang Y, Bakker BH, Kong X, Brouwer AM, Buma WJ, Zhang H. Spectroscopic study of the authentic emitter of AMPPD chemiluminescence in alkaline aqueous solution. Phys Chem Chem Phys. 2010 Jul 7;12(25):6789-94. doi: 10.1039/b922244h. Epub 2010 May 6. PMID: 20448866. 3: Zhu W, Huang X, Yoon E, Bandres-Ciga S, Blauwendraat C, Billingsley KJ, Cade JH, Wu BP, Williams VH, Schindler AB, Brooks J, Gibbs JR, Hernandez DG, Ehrlich D, Singleton AB, Narendra DP. Heterozygous PRKN mutations are common but do not increase the risk of Parkinson's disease. Brain. 2022 Jun 30;145(6):2077-2091. doi: 10.1093/brain/awab456. PMID: 35640906; PMCID: PMC9423714. 4: Cate RL, Ehrenfels CW, Wysk M, Tizard R, Voyta JC, Murphy OJ 3rd, Bronstein I. Genomic Southern analysis with alkaline-phosphatase-conjugated oligonucleotide probes and the chemiluminescent substrate AMPPD. Genet Anal Tech Appl. 1991 May;8(3):102-6. doi: 10.1016/1050-3862(91)90044-r. PMID: 1905941. 5: Liu MH, Wang CR, Liu WJ, Tian XR, Xu Q, Zhang CY. Construction of a dephosphorylation-mediated chemiluminescent biosensor for multiplexed detection of DNA glycosylases in cancer cells. J Mater Chem B. 2022 May 4;10(17):3277-3284. doi: 10.1039/d2tb00491g. PMID: 35362489. 6: Zhong Y, Li J, Lambert A, Yang Z, Cheng Q. Expanding the scope of chemiluminescence in bioanalysis with functional nanomaterials. J Mater Chem B. 2019 Dec 14;7(46):7257-7266. doi: 10.1039/c9tb01029g. Epub 2019 Sep 23. PMID: 31544920; PMCID: PMC8371923. 7: Bao L, Dai B, Gravekamp C, Hartskeerl R, Terpstra W. [The detection and analysis of leptospiral DNA in patients' serum of early leptospirosis by polymerase chain reaction and DNA hybridization with digoxigenin-AMPPD]. Hua Xi Yi Ke Da Xue Xue Bao. 1992 Sep;23(3):251-5. Chinese. PMID: 1298711. 8: Grenn FP, Moore A, Bandres-Ciga S, Krohn L, Blauwendraat C; International Parkinson's Disease Genomics Consortium (IPDGC). Assessment of ANG variants in Parkinson's disease. Neurobiol Aging. 2021 Aug;104:111.e1-111.e4. doi: 10.1016/j.neurobiolaging.2021.03.006. Epub 2021 Mar 24. PMID: 33875291; PMCID: PMC8225568. 9: Bronstein I, Edwards B, Voyta JC. 1,2-dioxetanes: novel chemiluminescent enzyme substrates. Applications to immunoassays. J Biolumin Chemilumin. 1989 Jul;4(1):99-111. doi: 10.1002/bio.1170040116. PMID: 2477995. 10: Fan N, Li P, Wu C, Wang X, Zhou Y, Tang B. ALP-Activated Chemiluminescence PDT Nano-Platform for Liver Cancer-Specific Theranostics. ACS Appl Bio Mater. 2021 Feb 15;4(2):1740-1748. doi: 10.1021/acsabm.0c01504. Epub 2021 Jan 20. PMID: 35014520. 11: Bronstein I, Fortin J, Voyta JC, Kricka LJ. Nitro-Block enhancement of AMPPD chemiluminescent signal in the detection of DNA. Biotechniques. 1992 Apr;12(4):500-2. PMID: 1503747. 12: Xiong Q, Bao L, Zhang M, Li S, Wu W, Wan B, Terpstra WJ, Hartskeerl R. [Analysis on speciems of serum and urine in 66 cases of early leptospirosis by PCR and biotin-AMPPD hybridization]. Hua Xi Yi Ke Da Xue Xue Bao. 1997 Jun;28(2):132-5. Chinese. PMID: 10683919. 13: Hai Z, Li J, Wu J, Xu J, Liang G. Alkaline Phosphatase-Triggered Simultaneous Hydrogelation and Chemiluminescence. J Am Chem Soc. 2017 Jan 25;139(3):1041-1044. doi: 10.1021/jacs.6b11041. Epub 2017 Jan 11. PMID: 28064496. 14: Pitz V, Makarious M, Bandrés-Ciga S, Iwaki H, Singleton A, Nalls M, Heilbron K, Blauwendraat C. Analysis of rare Parkinson's disease variants in millions of people. Res Sq [Preprint]. 2023 Apr 10:rs.3.rs-2743857. doi: 10.21203/rs.3.rs-2743857/v1. PMID: 37090536; PMCID: PMC10120789. 15: Düring K. Non-radioactive detection methods for nucleic acids separated by electrophoresis. J Chromatogr. 1993 Aug 25;618(1-2):105-31. doi: 10.1016/0378-4347(93)80030-8. PMID: 8227252. 16: Ma N, Ma C, Wang N, Li C, Elingarami S, Mou X, Tang Y, Zheng S, He N. Application of functional microsphere in human hepatitis B virus surface antigen detection. J Nanosci Nanotechnol. 2014 May;14(5):3348-55. doi: 10.1166/jnn.2014.8236. PMID: 24734551. 17: Li Z, He L, He N, Shi Z, Wang H, Li S, Liu H, Li X, Dai Y, Wang Z. Chemiluminescent detect of E. coli O157:H7 using immunological method based on magnetic nanoparticles. J Nanosci Nanotechnol. 2010 Feb;10(2):696-701. doi: 10.1166/jnn.2010.1811. PMID: 20352706. 18: Gillespie PG, Hudspeth AJ. Chemiluminescence detection of proteins from single cells. Proc Natl Acad Sci U S A. 1991 Mar 15;88(6):2563-7. doi: 10.1073/pnas.88.6.2563. PMID: 2006191; PMCID: PMC51273. 19: Chapple IL, Thorpe GH, Smith JM, Saxby MS, Glenwright HD, Green A, Perry GM, Grundy M, Shaw L, Matthews JB. Hypophosphatasia: a family study involving a case diagnosed from gingival crevicular fluid. J Oral Pathol Med. 1992 Oct;21(9):426-31. doi: 10.1111/j.1600-0714.1992.tb01033.x. PMID: 1432739. 20: Toffoli M, Higgins A, Lee C, Koletsi S, Chen X, Eberle M, Sedlazeck FJ, Mullin S, Proukakis C, Schapira AHV. Intronic Haplotypes in the GBA Gene Do Not Predict Age at Diagnosis of Parkinson's Disease. Mov Disord. 2021 Jun;36(6):1456-1460. doi: 10.1002/mds.28616. Epub 2021 May 19. PMID: 34008887; PMCID: PMC8436748.