MedKoo Cat#: 526616 | Name: CRANAD-2
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Description:

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

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.

Chemical Structure

CRANAD-2
CRANAD-2
CAS#1193447-34-5

Theoretical Analysis

MedKoo Cat#: 526616

Name: CRANAD-2

CAS#: 1193447-34-5

Chemical Formula: C23H25BF2N2O2

Exact Mass: 410.1977

Molecular Weight: 410.27

Elemental Analysis: C, 67.33; H, 6.14; B, 2.63; F, 9.26; N, 6.83; O, 7.80

Price and Availability

Size Price Availability Quantity
5mg USD 90.00 Ready to ship
10mg USD 150.00 Ready to ship
25mg USD 250.00 Ready to ship
50mg USD 350.00 Ready to ship
100mg USD 550.00 Ready to ship
200mg USD 950.00 Ready to ship
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Related CAS #
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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
REYKHNSZPNPCFO-HCYHKVCZSA-N
InChi Code
InChI=1S/C23H25BF2N2O2/c1-27(2)20-11-5-18(6-12-20)9-15-22(29)17-23(30-24(25)26)16-10-19-7-13-21(14-8-19)28(3)4/h5-17H,1-4H3/b15-9+,16-10+,23-17-
SMILES Code
CN(C1=CC=C(/C=C/C(OB(F)F)=C/C(/C=C/C2=CC=C(C=C2)N(C)C)=O)C=C1)C
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
More Info
Certificate of Analysis
Safety Data Sheet (SDS)

Preparing Stock Solutions

The following data is based on the product molecular weight 410.27 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: 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.