Tryptophan (Trp, W)

NMR- data [1] of tryptophan:

	Atom	Atomtyp	chemical shift [ppm]1			Random Coil chem. shift 3	Random Coil chem. shift 4
			average	standard deviatiom	entries2
	H	H	8.28	0.93	10154	8.25	8.09
	Hα	H	4.682	0.54	7779	4.66	4.99
	Hβ2	H	3.174	0,355	7384	3.29	3.32
	Hβ3	H	3.112	0.374	7181	3.27	3.16
	Hδ1	H	7.126	0,365	6628	7.27	7.25
	Hε1	H	10.074	0.718	7182	–	–
	Hε3	H	7.284	0.536	5849	7.65	7.69
	Hζ2	H	7.26	0.43	6270	7.50	7.51
	Hζ3	H	6.836	0.497	5657	7.18	7.19
	Hη2	H	6.943	0.478	5797	7.25	7.27
	C	C	176.127	3.89	6074	176.1	174.8
	Cα	C	57.707	2.987	8367	57.5	55.7
	Cβ	C	30.10	2.941	7908	29.6	28.9
	Cγ	C	109.96	8.958	205	111.2	111.3
	Cδ1	C	126.283	4.345	4114	127.4	127.3
	Cδ2	C	128.394	2.94	141	129.5	129.6
	Cε2	C	138.222	6.987	178	138.7	138.8
	Cε3	C	120.128	5.224	3486	122.2	122.2
	Cζ2	C	114.032	4.254	3943	114.7	114.7
	Cζ3	C	121.095	4.868	3524	124.8	124.8
	Cη2	C	123.516	5.066	3680	121.0	120.9
	N	N	121.664	4.846	9099	121.3	122.2
	Nε1	N	129.214	3.909	5795	–	–
proportion in proteins	pK2 COOH		pK1COOH	isoelectrical point		pK1NH2	pK2NH2
1.1%	–		2.15	5.64		9.12	–
CAS- number	molar Mass		formula	density		melting point	solubility
73-22-3 (L-Tryptophan) 153-94-6 (D-Tryptophan) 54-12-6 (DL-Tryptophan)	204,23 g·mol−1		C11H12N2O2			290−295 °C (decomposition) 257 °C (Hydrochlorid)	bad in cold water (10 g·l−1 at 20 °C, 13,4 g·l−1 bei 25 °C) , better in hot water bad in cold Ethanol, better in warm Ethanol unsoluble in Chloroform

¹ Depending on the type of atom it was ¹H, ¹³C or ¹⁵N chemical shift. ¹H und ¹³C relative to TMS and ¹⁵N relative to liquid ammonia

² Number of individual chemical shift data for averaging according to [2]

³ with Alanine as neighborhood in the hexapeptide Gly-Gly-X-Ala-Gly-Gly [3]

⁴ with Proline as neighborhood in the hexapeptide Gly-Gly-X-Pro-Gly-Gly [3]

3D- Modell

sources:

[1] “BioMagResBank”, Eldon L. Ulrich; Hideo Akutsu; Jurgen F. Doreleijers; Yoko Harano; Yannis E. Ioannidis; Jundong Lin; Miron Livny; Steve Mading; Dimitri Maziuk; Zachary Miller; Eiichi Nakatani; Christopher F. Schulte; David E. Tolmie; R. Kent Wenger; Hongyang Yao; John L. Markley; Nucleic Acids Research 36, D402-D408 (2008) doi: 10.1093/nar/gkm957

[2] http://www.bmrb.wisc.edu/ last visit march 2017

[3] David S. Wishart, Colin G. Bigam, Arne Holm, Robert S. Hodges, Brian D. Sykes; Journal of Biomolecular NMR
January 1995, Volume 5, Issue 1, pp 67-81 doi:10.1007/BF00227471

[4] Wikipedia http://de.wikipedia.org/wiki/Aminos%C3%A4uren (last visit january 2014)

[5] Wikipedia http://de.wikipedia.org/wiki/Alanin (las visit Januar 2014)proportion of proteinsproportion of proteins

3D Mol: Nicholas Rego and David Koes
3Dmol.js: molecular visualization with WebGL
Bioinformatics (2015) 31 (8): 1322-1324 doi:10.1093/bioinformatics/btu829