WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 526616
CAS#: 1193447-34-5
Description: CRANAD-2 is a difluoroboron-derivatized curcumins as near-infrared probe for in vivo detection of amyloid-beta deposits. Upon interacting with Abeta aggregates, CRANAD-2 undergoes a range of changes, which include a 70-fold fluorescence intensity increase, a 90 nm blue shift (from 805 to 715 nm), and a large increase in quantum yield. Moreover, this probe also shows a high affinity for Abeta aggregates (K(d) = 38.0 nM), a reasonable log P value (log P = 3), considerable stability in serum, and a weak interaction with albumin. After intravenous injection of this probe, 19-month-old Tg2576 mice exhibited significantly higher relative signal than that of the control mice over the same period of time.
MedKoo Cat#: 526616
Name: CRANAD-2
CAS#: 1193447-34-5
Chemical Formula: C23H25BF2N2O2
Exact Mass: 410.1977
Molecular Weight: 410.2718
Elemental Analysis: C, 67.33; H, 6.14; B, 2.63; F, 9.26; N, 6.83; O, 7.80
Synonym: CRANAD-2; CRANAD 2; CRANAD2.
IUPAC/Chemical Name: 4,4'-((1E,1'E)-(2,2-difluoro-2H-1l3,3,2l4-dioxaborinine-4,6-diyl)bis(ethene-2,1-diyl))bis(N,N-dimethylaniline)
InChi Key: PVXQJYXODFZTBR-KAVGSWPWSA-N
InChi Code: InChI=1S/C23H25BF2N2O2/c1-27(2)20-11-5-18(6-12-20)9-15-22-17-23(30-24(25,26)29-22)16-10-19-7-13-21(14-8-19)28(3)4/h5-17H,1-4H3/b15-9+,16-10+
SMILES Code: CN(C)C1=CC=C(/C=C/C2=[O+][B-](F)(F)OC(/C=C/C3=CC=C(N(C)C)C=C3)=C2)C=C1
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, not in water
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
The following data is based on the product molecular weight 410.2718 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: Leung K. 5-(2E,4E)-5-(6-hydroxy-4-oxo-2-thioxo-1,2,3,4-tetrahydroxy-5
pyrimidinyl)-2,4-pentadienylidene-2-thioxodihydro-4,6(1H,5H)-pyrimidinedione.
2012 Jul 01 [updated 2012 Oct 25]. Molecular Imaging and Contrast Agent Database
(MICAD) [Internet]. Bethesda (MD): National Center for Biotechnology Information
(US); 2004-2013. Available from http://www.ncbi.nlm.nih.gov/books/NBK109729/
PubMed PMID: 23115807.
2: Bertoncini CW, Celej MS. Small molecule fluorescent probes for the detection
of amyloid self-assembly in vitro and in vivo. Curr Protein Pept Sci. 2011
May;12(3):205-20. Review. PubMed PMID: 21348839.
3: Ran C, Xu X, Raymond SB, Ferrara BJ, Neal K, Bacskai BJ, Medarova Z, Moore A.
Design, synthesis, and testing of difluoroboron-derivatized curcumins as
near-infrared probes for in vivo detection of amyloid-beta deposits. J Am Chem
Soc. 2009 Oct 28;131(42):15257-61. doi: 10.1021/ja9047043. PubMed PMID: 19807070;
PubMed Central PMCID: PMC2784241.
