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Merck
CN

408689

Fmoc-Trp-OH

97%

Synonym(s):

Fmoc-L-tryptophan

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About This Item

Empirical Formula (Hill Notation):
C26H22N2O4
CAS Number:
Molecular Weight:
426.46
EC Number:
252-706-5
UNSPSC Code:
12352200
PubChem Substance ID:
Beilstein/REAXYS Number:
4216624
MDL number:
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assay

97%

optical activity

[α]20/D −28°, c = 1 in DMF

impurities

<3% ethyl acetate

mp

182-185 °C (lit.)

SMILES string

OC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)OCC3c4ccccc4-c5ccccc35

InChI

1S/C26H22N2O4/c29-25(30)24(13-16-14-27-23-12-6-5-7-17(16)23)28-26(31)32-15-22-20-10-3-1-8-18(20)19-9-2-4-11-21(19)22/h1-12,14,22,24,27H,13,15H2,(H,28,31)(H,29,30)/t24-/m0/s1

InChI key

MGHMWKZOLAAOTD-DEOSSOPVSA-N

Application

Cyclic peptides used as tachykinin antagonists have been prepared from Fmoc-protected D- and L- tryptophans.


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B J Williams et al.
Journal of medicinal chemistry, 36(1), 2-10 (1993-01-08)
Twenty homodetic cyclic peptides based on the C-terminal sequence of substance P were prepared (Table I) by a combination of solid-phase techniques and cyclizations using azide coupling procedures. Incorporation of dipeptide mimics based on substituted gamma-lactams were used in some
He, J.X. et al.
Lett. Pept. Sci., 1, 25-25 (1994)