Synonym
MAP4; MAP-4; MAP 4;
IUPAC/Chemical Name
(S)-2-Amino-2-methyl-4-phosphonobutanoic acid
InChi Key
HONKEGXLWUDTCF-YFKPBYRVSA-N
InChi Code
InChI=1S/C5H12NO5P/c1-5(6,4(7)8)2-3-12(9,10)11/h2-3,6H2,1H3,(H,7,8)(H2,9,10,11)/t5-/m0/s1
SMILES Code
O=C(O)[C@@](C)(N)CCP(O)(O)=O
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
>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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
197.12
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: Ramkumar A, Jong BY, Ori-McKenney KM. ReMAPping the microtubule landscape: How phosphorylation dictates the activities of microtubule-associated proteins. Dev Dyn. 2018 Jan;247(1):138-155. doi: 10.1002/dvdy.24599. Epub 2017 Oct 27. Review. PubMed PMID: 28980356; PubMed Central PMCID: PMC5739964.
2: Mohan R, John A. Microtubule-associated proteins as direct crosslinkers of actin filaments and microtubules. IUBMB Life. 2015 Jun;67(6):395-403. doi: 10.1002/iub.1384. Epub 2015 Jun 24. Review. PubMed PMID: 26104829.
3: Holmfeldt P, Sellin ME, Gullberg M. Predominant regulators of tubulin monomer-polymer partitioning and their implication for cell polarization. Cell Mol Life Sci. 2009 Oct;66(20):3263-76. doi: 10.1007/s00018-009-0084-5. Epub 2009 Jul 8. Review. PubMed PMID: 19585080.
4: Hait WN, Yang JM. The individualization of cancer therapy: the unexpected role of p53. Trans Am Clin Climatol Assoc. 2006;117:85-101; discussion 101. Review. PubMed PMID: 18528466; PubMed Central PMCID: PMC1500917.
5: McGrogan BT, Gilmartin B, Carney DN, McCann A. Taxanes, microtubules and chemoresistant breast cancer. Biochim Biophys Acta. 2008 Apr;1785(2):96-132. Epub 2007 Nov 12. Review. PubMed PMID: 18068131.
6: Brown L, Boswell S, Raj L, Lee SW. Transcriptional targets of p53 that regulate cellular proliferation. Crit Rev Eukaryot Gene Expr. 2007;17(1):73-85. Review. PubMed PMID: 17361486.
7: Scholz D, McDermott P, Garnovskaya M, Gallien TN, Huettelmaier S, DeRienzo C, Cooper G 4th. Microtubule-associated protein-4 (MAP-4) inhibits microtubule-dependent distribution of mRNA in isolated neonatal cardiocytes. Cardiovasc Res. 2006 Aug 1;71(3):506-16. Epub 2006 Jun 5. Review. PubMed PMID: 16750521.
8: Dehmelt L, Halpain S. The MAP2/Tau family of microtubule-associated proteins. Genome Biol. 2005;6(1):204. Epub 2004 Dec 23. Review. PubMed PMID: 15642108; PubMed Central PMCID: PMC549057.
9: Kumarapeli AR, Wang X. Genetic modification of the heart: chaperones and the cytoskeleton. J Mol Cell Cardiol. 2004 Dec;37(6):1097-109. Review. PubMed PMID: 15572040.
10: Andersen SS. Spindle assembly and the art of regulating microtubule dynamics by MAPs and Stathmin/Op18. Trends Cell Biol. 2000 Jul;10(7):261-7. Review. PubMed PMID: 10856928.
11: Yamamoto H, Miyamoto E. [Dephosphorylation of cytoskeletal proteins: phosphorylation and dephosphorylation of microtubule proteins]. Tanpakushitsu Kakusan Koso. 1998 Jun;43(8 Suppl):1004-12. Review. Japanese. PubMed PMID: 9655957.
12: MacRae TH. Microtubule organization by cross-linking and bundling proteins. Biochim Biophys Acta. 1992 Nov 20;1160(2):145-55. Review. PubMed PMID: 1445941.
