Synonym
Dansylphenylalanine; Dansyl-L-phenylalanine; Dns-Phe-OH;
IUPAC/Chemical Name
((5-(dimethylamino)naphthalen-1-yl)sulfonyl)-L-phenylalanine
InChi Key
GPIOGTIFRDHWSB-SFHVURJKSA-N
InChi Code
InChI=1S/C21H22N2O4S/c1-23(2)19-12-6-11-17-16(19)10-7-13-20(17)28(26,27)22-18(21(24)25)14-15-8-4-3-5-9-15/h3-13,18,22H,14H2,1-2H3,(H,24,25)/t18-/m0/s1
SMILES Code
O=C(O)[C@H](CC1=CC=CC=C1)NS(=O)(C2=C3C=CC=C(N(C)C)C3=CC=C2)=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
>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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
398.47
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: Chokshi HP, Barbush M, Carlson RG, Givens RS, Kuwana T, Schowen RL. Oxalate/hydrogen peroxide chemiluminescence reaction. A 19F NMR probe of the reaction mechanism. Biomed Chromatogr. 1990 May;4(3):96-9. doi: 10.1002/bmc.1130040304. PMID: 2383698.
2: Vigh G, Quintero G, Farkas G. Displacement chromatography on cyclodextrin- silicas. III. Enantiomer separations. J Chromatogr. 1990 May 11;506:481-93. doi: 10.1016/s0021-9673(01)91602-4. PMID: 2165503.
3: Henry OY, Piletsky SA, Cullen DC. Fabrication of molecularly imprinted polymer microarray on a chip by mid-infrared laser pulse initiated polymerisation. Biosens Bioelectron. 2008 Jul 15;23(12):1769-75. doi: 10.1016/j.bios.2008.02.010. Epub 2008 Feb 16. PMID: 18378439.
4: Cao L, Zhou XC, Li SF. Enantioselective sensor based on microgravimetric quartz crystal microbalance with molecularly imprinted polymer film. Analyst. 2001 Feb;126(2):184-8. doi: 10.1039/b005750i. PMID: 11235101.
5: Mauro G, Black N, Billiot E, Billiot F, Morris KF, Fang Y. Chiral Recognition of Dansyl Derivatives with an Amino Acid-Based Molecular Micelle: A Molecular Dynamics Investigation. Open J Phys Chem. 2021 May;11(2):64-86. doi: 10.4236/ojpc.2021.112004. Epub 2021 May 26. PMID: 34123572; PMCID: PMC8195262.
6: Nakagama T, Yamaguchi A, Hirasawa K, Yoshida K, Uchiyama K, Hobo T. Photo- response assisted enantiomer separations on an azobenzene-modified gamma- cyclodextrin stationary phase in micro-HPLC. Anal Sci. 2002 Jan;18(1):49-53. doi: 10.2116/analsci.18.49. PMID: 11817727.
7: Kapiloff MS, Strittmatter SM, Fricker LD, Snyder SH. A fluorometric assay for angiotensin-converting enzyme activity. Anal Biochem. 1984 Jul;140(1):293-302. doi: 10.1016/0003-2697(84)90167-2. PMID: 6091493.
8: Jin HL, Stalcup A, Armstrong DW. Optical enrichment of dansyl-rac-amino acids by formation of crystalline inclusion complexes with cyclodextrins. Chirality. 1989;1(2):137-41. doi: 10.1002/chir.530010207. PMID: 2642042.
9: Ramachandran N, Colman RF. Evidence for the presence of two nonidentical subunits in NAD-dependent isocitrate dehydrogenase of pig heart. Proc Natl Acad Sci U S A. 1978 Jan;75(1):252-5. doi: 10.1073/pnas.75.1.252. PMID: 203934; PMCID: PMC411224.
10: Cucinotta V, Giuffrida A, Grasso G, Maccarrone G, Mazzaglia A, Messina M, Vecchio G. Diaminotrehalose-capped β-cyclodextrin, a new member of hemispherodextrins: synthesis, thermodynamic and spectroscopic characterization and its exploitation in chiral electrokinetic chromatography. J Sep Sci. 2011 Jan;34(1):70-6. doi: 10.1002/jssc.201000470. Epub 2010 Nov 18. PMID: 21171178.
11: Zamir LO, Jung E, Jensen RA. Co-accumulation of prephenate, L-arogenate, and spiro-arogenate in a mutant of Neurospora. J Biol Chem. 1983 May 25;258(10):6492-6. PMID: 6222045.
12: Wang L, Zhang Z, Huang L. Molecularly imprinted polymer based on chemiluminescence imaging for the chiral recognition of dansyl-phenylalanine. Anal Bioanal Chem. 2008 Mar;390(5):1431-6. doi: 10.1007/s00216-007-1795-9. Epub 2008 Jan 8. PMID: 18180908.
13: Su R, Lin JM, Uchiyama K, Yamada M. Integration of a flow-type chemiluminescence detector on a glass electrophoresis chip. Talanta. 2004 Nov 15;64(4):1024-9. doi: 10.1016/j.talanta.2004.04.024. PMID: 18969706.