Dansyllysine
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MedKoo CAT#: 597570

CAS#: 1101-84-4

Description: Dansyllysine is used to study binding conformations of drugs to human serum albumin and is used as a template molecule to form molecularly imprinted monolayers (MIMs) useful to produce optical biosensor recognition elements.


Price and Availability

Size Price Shipping out time Quantity
100mg USD 230 2 Weeks
1g USD 520 2 Weeks
Inquire bulk and customized quantity

Pricing updated 2020-07-11. Prices are subject to change without notice.

Dansyllysine purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 597570
Name: Dansyllysine
CAS#: 1101-84-4
Chemical Formula: C18H25N3O4S
Exact Mass: 379.1566
Molecular Weight: 379.47
Elemental Analysis: C, 56.97; H, 6.64; N, 11.07; O, 16.86; S, 8.45


Synonym: Dansyllysine; Dns-lysine; N(epsilon)-Dansyl-L-lysine;

IUPAC/Chemical Name: N6-((5-(dimethylamino)naphthalen-1-yl)sulfonyl)-L-lysine

InChi Key: VQPRNSWQIAHPMS-HNNXBMFYSA-N

InChi Code: InChI=1S/C18H25N3O4S/c1-21(2)16-10-5-8-14-13(16)7-6-11-17(14)26(24,25)20-12-4-3-9-15(19)18(22)23/h5-8,10-11,15,20H,3-4,9,12,19H2,1-2H3,(H,22,23)/t15-/m0/s1

SMILES Code: N[C@@H](CCCCNS(=O)(C1=C2C=CC=C(N(C)C)C2=CC=C1)=O)C(O)=O


Technical Data

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


References

1: Schwyzer R, Schiller PW. [Hormone-receptor-relationships: synthesis and characteristics of N-epsilon-dansyllysine 21-adrenocorticotropin-(1-24)-tetrakosipeptide]. Helv Chim Acta. 1971;54(3):897-904. German. PubMed PMID: 4323959.

2: Schiller PW. Study of adrenocorticotropic hormone conformation by evaluation of intramolecular resonance energy transfer in N -dansyllysine 21 -ACTH-(1-24)-tetrakosipeptide. Proc Natl Acad Sci U S A. 1972 Apr;69(4):975-9. PubMed PMID: 4337249; PubMed Central PMCID: PMC426607.

3: Frehland E, Kreikenbohm R, Pohl WG. Steady-state fluorescence polarization in planar lipid membranes. Experimental and theoretical analysis of the fluorophores 8-anilino-1-naphthalenesulfonate, 1,6-Diphenyl-1,3,5-hexatriene, dansyllysine-valinomycin and n-(9-anthroyloxy) fatty acids. Biophys Chem. 1982 Apr;15(1):73-86. PubMed PMID: 17000423.

4: Pohl GW, Knoll W, Gisin BF, Stark G. Optical and electrical studies on dansyllysine-valinomycin in thin lipid membranes. Biophys Struct Mech. 1976 Aug 23;2(2):119-37. PubMed PMID: 963233.

5: Kersteen EA, Barrows SR, Raines RT. Catalysis of protein disulfide bond isomerization in a homogeneous substrate. Biochemistry. 2005 Sep 13;44(36):12168-78. PubMed PMID: 16142915; PubMed Central PMCID: PMC2526094.

6: Hayamizu T, Kudoh S, Nakamura H. Methylated Nepsilon-dansyl-L-lysine as a fluorogenic reagent for the chiral separation of carboxylic acids. J Chromatogr B Biomed Sci Appl. 1998 Jun 12;710(1-2):211-8. PubMed PMID: 9686889.

7: Berezowska I, Lemieux C, Chung NN, Zelent B, Schiller PW. Dansylated analogues of the opioid peptide [Dmt1]DALDA: in vitro activity profiles and fluorescence parameters. Acta Biochim Pol. 2004;51(1):107-13. PubMed PMID: 15094830.

8: Motafakkerazad R, Wang MY, Wada N, Matsugo S, Konishi T. Simple HPLC evaluation of lipoamidase activity in tissue using a newly synthesized fluorescent substrate, dansyl-α-lipoyllysine. J Nutr Sci Vitaminol (Tokyo). 2011;57(5):377-82. Erratum in: J Nutr Sci Vitaminol (Tokyo). 2012;58(1):68. PubMed PMID: 22293216.

9: Babin F, Huynh-Dinh T. Chemical and enzymatic oxidative coupling of 5-hydroxy-N,N-dimethyltryptamine with amines. J Med Chem. 1987 Jul;30(7):1239-41. PubMed PMID: 3599029.

10: Chen T, Wong KF, Fenske DB, Palmer LR, Cullis PR. Fluorescent-labeled poly(ethylene glycol) lipid conjugates with distal cationic headgroups. Bioconjug Chem. 2000 May-Jun;11(3):433-7. PubMed PMID: 10821661.

11: Takahashi H, Suzuki E, Shimada I, Arata Y. Dynamical structure of the antibody combining site as studied by 1H-15N shift correlation NMR spectroscopy. Biochemistry. 1992 Mar 10;31(9):2464-8. PubMed PMID: 1547231.

12: Watson AL, Palmer ME, Burton G. Human chorionic gonadotrophin release and tissue viability in placental organ culture. Hum Reprod. 1995 Aug;10(8):2159-64. PubMed PMID: 8567859.

13: Arata Y, Kato K, Takahashi H, Shimada I. Nuclear magnetic resonance study of antibodies: a multinuclear approach. Methods Enzymol. 1994;239:440-64. Review. PubMed PMID: 7830594.

14: Rice GC, Fisher KA, Fisher GA, Hahn GM. Correlation of mammalian cell killing by heat shock to intramembranous particle aggregation and lateral phase separation using fluorescence-activated cell sorting. Radiat Res. 1987 Nov;112(2):351-64. PubMed PMID: 3120236.

15: Anderson RL, Kapp DS, Woo SY, Rice GC, Lee KJ, Hahn GM. Predictive assays for tumor response to single and multiple fractions of hyperthermia. Recent Results Cancer Res. 1988;109:239-49. PubMed PMID: 2845533.

16: Davies CL, Kovacs M. Measurement of DNA and antigen expression of live cells using three fluorochromes and two detectors. Cytometry. 1990;11(4):533-8. PubMed PMID: 1693115.

17: Mesaros JM, Luo G, Roeraade J, Ewing AG. Continuous electrophoretic separations in narrow channels coupled to small-bore capillaries. Anal Chem. 1993 Nov 15;65(22):3313-9. PubMed PMID: 8291681.

18: Humphries GM, Lovejoy JP. Cholesterol-free phospholipid domains may be the membrane feature selected by N epsilon-dansyl-L-lysine and merocyanine 540. Biochem Biophys Res Commun. 1983 Mar 16;111(2):768-74. PubMed PMID: 6404276.

19: Anderson RL, Shiu E, Fisher GA, Hahn GM. DNA damage does not appear to be a trigger for thermotolerance in mammalian cells. Int J Radiat Biol. 1988 Aug;54(2):285-98. PubMed PMID: 2900284.

20: Kim H, Kato K, Yamato S, Igarashi T, Matsunaga C, Ohtsuka H, Higuchi A, Nomura N, Noguchi H, Arata Y. Application of 13C NMR spectroscopy to paratope mapping for larger antigen-Fab complexes. FEBS Lett. 1994 Jun 13;346(2-3):246-50. PubMed PMID: 8013642.