(2S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(naphthalen-2-yl)propanoic acid
Grundinformationen
- CAS
112883-43-9- Standard-SMILES
O=C(N[C@@H](Cc1ccc2ccccc2c1)C(=O)O)OCC1c2ccccc2-c2ccccc21- InChIKey
JYUTZJVERLGMQZ-SANMLTNESA-N- Summenformel
- C28H23NO4
- Durchschnittliche Molmasse
- 437,5 g/mol
- Monoisotopische Masse
- 437,16270821
Namen und Bezeichner
- Bevorzugter Name
- (2S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(naphthalen-2-yl)propanoic acid
- IUPAC
- (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-naphthalen-2-ylpropanoic acid
- Englischer Name
- Fmoc-2-Nal-OH
- Summenformel
- C28H23NO4
- Molmasse
- 437.49
Namen und Synonyme
(2S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-(naphthalen-2-yl)propanoic acid(2S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(naphthalen-2-yl)propanoic acidRefChem:397904695-866-5112883-43-9Fmoc-2-Nal-OHFmoc-3-(2-naphthyl)-L-alanineN-Fmoc-3-(2-naphthyl)-L-alanineMFCD00144886Fmoc-3-(2-naphthyl)-alanine(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-naphthalen-2-ylpropanoic acid(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(2-naphthyl)propanoic acid
Weitere Namen anzeigen
Fmoc-L-2-NalFMOC-BETA-(2-NAPHTHYL)-L-ALANINE(S)-N-FMOC-2-NAPHTHYLALANINE
(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(naphthalen-2-yl)propanoic acidHY-W010893M03157Fmoc-L-3-(2-naphthyl)-alanineFmoc-L-2-NaphthylalanineFmoc-L-Ala(2-naphthyl)-OH(S)-N-Fmoc-3-(2-naphthyl)alanineFmoc-Ala(2-Naph)-OH
Datenbank-Bezeichner
- CAS
112883-43-9- PubChem CID
- 2734452
- EC Number
- 695-866-5
- Nikkaji
- J1.878.020H
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 5,9
- Polarare Oberfläche (TPSA)
- 75,6 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 4
- Frei drehbare Bindungen
- 7
- Schwere Atome
- 33
- Formalladung
- 0
- Komplexität
- 673
Experimentelle und physikochemische Eigenschaften
Endocrine DisruptorsPotential endocrine disrupting compound
Physikochemische Eigenschaften
- Schmelzpunkt
- 155 °C · 155 °C
- Siedepunkt
- 549.64 °C · 549.64°C (rough estimate)
- Dichte
- 1.2227 · 1.2227 (rough estimate)
- Brechungsindex
- 1.629 · 1.6290 (estimate)
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- DMF (Sparingly), DMSO (Slightly), Methanol (Slightly)
- Aggregatzustand
- Solid
- pka
- 3.77 · 3.77±0.30(Predicted)
- Farbe
- White to Off-White
- Wasserlöslichkeit
- Slightly soluble in water.
- Major Application
- peptide synthesis
- InChIKey
- JYUTZJVERLGMQZ-SANMLTNESA-N
- SMILES
- C(C1C2=CC=CC=C2C2=CC=CC=C12)OC(=O)N[C@H](C(=O)O)CC1C=CC2C=CC=CC=2C=1
- CAS Datenbank
- 112883 · 112883-43-9(CAS DataBase Reference)
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
This chemical does not meet GHS hazard criteria for 50% (1 of 2) of reports.
Warning
H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Hazard Classes and CategoriesAcute Tox. 4 (50%)
Sicherheitsdaten
- wgk
- 3
- hs_code
- 29242990
- hazard_code
- Xi
- safety_code
- 22-24/25
- hazard_class
- IRRITANT
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Anwendungen
Beschreibung(S)-N-Fmoc-3-(2-naphthyl) alanine is an Fmoc protected form of alanine. Fmoc protected amino acid is quite useful in the solid phase peptide synthesis. Fmoc can be easily removed with piperidine solution without disturbing the acid labile linker between the peptide and the resin. The Fmoc amino acid is also suitable to be analyzed by HPLC due to its high fluorescent activity. Studies have also shown that (S)-N-Fmoc-3-(2-naphthyl) alanine and related peptides have certain inhibitory effect on Staphylococcus virulence.
VerwendenN-Fmoc-3-(2-naphthyl)-L-alanine is used as organic chemical synthesis intermediate.
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