CAS 35737-15-6 Fmoc-L-tryptophan (HCID 978343)

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Basic information

CAS: 35737-15-6
Standard SMILES: O=C(N[C@@H](Cc1c[nH]c2ccccc12)C(=O)O)OCC1c2ccccc2-c2ccccc21
InChIKey: MGHMWKZOLAAOTD-DEOSSOPVSA-N
Molecular formula: C26H22N2O4
Average molar mass: 426.5 g/mol

Overview

See also: N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-tryptophan (annotation moved to).

Names & identifiers

Preferred name: Fmoc-L-tryptophan
IUPAC: (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(1H-indol-3-yl)propanoic acid
English name: Nalpha-FMOC-L-Tryptophan
Molecular formula: C26H22N2O4
Molecular weight: 426.46

Names & synonyms

Fmoc-L-tryptophanRefChem:599553Fmoc-Trp-OH35737-15-6Fmoc-L-Trp-OHNalpha-FMOC-L-TryptophanL-Tryptophan, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-MFCD00037126CHEMBL292051(((9H-Fluoren-9-yl)methoxy)carbonyl)-L-tryptophan(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(1H-indol-3-yl)propanoic acidM03374

Show more names

FMOC-TRPFMOC-L-TRP(S)-2-((((9H-fluoren-9-yl)Methoxy)carbonyl)aMino)-3-(1H-indol-3-yl)propanoic acidFMOC-TRYPTOPHANNα-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-tryptophan

(2S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-(1H-indol-3-yl)propanoic acid(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-(1H-indol-3-yl)-propionic acidNSC-334295(2S)-2-([[(9H-Fluoren-9-yl)methoxy]carbonyl]amino)-3-(1H-indol-3-yl)propanoic acid9-FLUORENYLMETHOXYCARBONYL-L-TRYPTOPHAN7G3VH3L9DCMLS001359854SCHEMBL119372

Database identifiers

CAS: 35737-15-6

Properties

Computed structural properties

XLogP: 4.1
Topological polar surface area: 91.4 Å²
Hydrogen bond donors: 3
Hydrogen bond acceptors: 4
Rotatable bonds: 7
Heavy atoms: 32
Formal charge: 0
Complexity: 663

Physicochemical properties

Melting point: 182 · 182-185 °C(lit.)
alpha: -29 · -29 º (c=1,DMF)
Boiling point: 541.92 °C · 541.92°C (rough estimate)
Density: 1.2501 · 1.2501 (rough estimate)
refractive index: -28.5 ° · -28.5 ° (C=1, DMF)
storage temp.: 2 · 2-8°C
solubility: almost transparency in Pyridine
form: powder to crystal
pka: 3.89 · 3.89±0.10(Predicted)
color: White to Almost white
optical activity: 20 · [α]20/D 29±1°, c = 1% in DMF
BRN: 4216624 · 4216624
Major Application: peptide synthesis
InChIKey: MGHMWKZOLAAOTD-DEOSSOPVSA-N
SMILES: C(O)(=O)[C@H](CC1C2=C(C=CC=C2)NC=1)NC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O

Safety & regulation

Safety data

wgk: 3
hs_code: 2933 99 80
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 22-24/25-36/37/39-27-26
Storage Class: 11 - Combustible Solids
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P301+P312-P302+P352-P304+P340-P305+P351+P338

Chemistry & industry

Applications · 1 item

UsesNα-Fmoc-L-tryptophan is an N-Fmoc protected form of L-Tryptophan (T947210). L-Tryptophan is an essential amino acid that is important for cell proliferation and the biosynthesis of proteins. It is a precursor to Serotonin (HCl: S274980), a neurotransmitter that compound that aids in sleep and mental state. L-Tryptophan is also thought to cause eosinophilia-myalgia syndrome.