N2-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-asparagin

FMOC-L-asparagine

HCID 2724774

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Grundinformationen

CAS: 71989-16-7
Standard-SMILES: NC(=O)C[C@H](NC(=O)OCC1c2ccccc2-c2ccccc21)C(=O)O
InChIKey: YUGBZNJSGOBFOV-INIZCTEOSA-N
Summenformel: C19H18N2O5
Durchschnittliche Molmasse: 354,4 g/mol
Monoisotopische Masse: 354,12157168

Namen und Bezeichner

Bevorzugter Name: FMOC-L-asparagine
IUPAC: (2S)-4-amino-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-oxobutanoic acid
Lokaler Name: N2-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-asparagin
Englischer Name: Nalpha-FMOC-L-Asparagine
Summenformel: C19H18N2O5
Molmasse: 354.36

Namen und Synonyme

71989-16-7Fmoc-L-asparagineN-alpha-Fmoc-L-asparagineN-.alpha.-Fmoc-L-asparagineL-Asparagine, N(2)-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-Asparagine, N(2)-((9H-fluoren-9-ylmethoxy)carbonyl)-RefChem:345597YUGBZNJSGOBFOV-INIZCTEOSA-NFmoc-Asn-OHFmoc-L-Asn-OHNalpha-Fmoc-L-asparagineMFCD00037132

Weitere Namen anzeigen

FMOC-L-ASNFomc-Asn-OFomc-Asn-OHNα-FMOC-L-AsnUL-15N2-N-FMOC

(2S)-4-amino-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-oxobutanoic acid(2S)-3-carbamoyl-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)propanoic acid(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-amino-4-oxobutanoic acidM03351(((9H-Fluoren-9-yl)methoxy)carbonyl)-L-asparagineNalpha-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-asparagineFMOC-ASNSCHEMBL119442

Datenbank-Bezeichner

CAS: 71989-16-7
PubChem CID: 2724774
DTXSID: DTXSID80222268
ChEMBL: CHEMBL3910195
EC Number: 276-252-2
Nikkaji: J256.556K

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 1,5
Polarare Oberfläche (TPSA): 119 Å²
H-Brücken-Donoren: 3
H-Brücken-Akzeptoren: 5
Frei drehbare Bindungen: 7
Schwere Atome: 26
Formalladung: 0
Komplexität: 530

Physikochemische Eigenschaften

Schmelzpunkt: 190 °C · 190 °C (dec.)(lit.)
Siedepunkt: 487.59 °C · 487.59°C (rough estimate)
Dichte: 1.3354 · 1.3354 (rough estimate)
Brechungsindex: -13 ° · -13 ° (C=1, DMF)
storage temp.: 2 · Sealed in dry,2-8°C
Löslichkeit: 1 % · Soluble in water or 1% acetic acid
pka: 3.68 · 3.68±0.10(Predicted)
Aggregatzustand: powder to crystal
Farbe: White to Almost white
BRN: 4335103 · 4335103
Major Application: peptide synthesis
InChI: 1S/C19H18N2O5/c20-17(22)9-16(18(23)24)21-19(25)26-10-15-13-7-3-1-5-11(13)12-6-2-4-8-14(12)15/h1-8,15-16H,9-10H2,(H2,20,22)(H,21,25)(H,23,24)
InChIKey: YUGBZNJSGOBFOV-UHFFFAOYSA-N
SMILES: N(C(CC(=O)N)C(=O)O)C(=O)OCC1c2c(cccc2)c3c1cccc3
CAS Datenbank: 71989 · 71989-16-7(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

This chemical does not meet GHS hazard criteria for 66.7% (2 of 3) of all reports.

Warning

H315 (33.3%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (33.3%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (33.3%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Reported as not meeting GHS hazard criteria per 2 of 3 reports by companies.；There is 1 notification provided by 1 of 3 reports by companies with hazard statement code(s).；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Gefahrenhinweise

Hazard Classes and CategoriesSkin Irrit. 2 (33.3%)；Eye Irrit. 2A (33.3%)；STOT SE 3 (33.3%)

Sicherheitsdaten

F: 21
wgk: 3
hs_code: 2924 29 70
risk_code: 36/37/38
hazard_code: Xi
safety_code: 24/25-36/37/39-27-26
hazard_class: IRRITANT
Speicherklasse: 11 - Combustible Solids

Chemie und Industrie

Anwendungen · 1 Eintrag

VerwendenNα-Fmoc-L-asparagine is an N-Fmoc-protected form of L-Asparagine (A790005). L-Asparagine was first isolated by Robiquet and Vauquelin from asparagus juice (a high source of L-asparagine). L-Asparagine is often incorporated into proteins, and is a basis for some cancer therapies as certain cancerous cells require L-asparagine for growth.