116857-07-9

Basic information

• Product Name: FMOC-HOMOSERINE LACTONE
• Synonyms: FMOC-HOMOSERINE LACTONE
• CAS NO: 116857-07-9
• Molecular Formula: C19H17NO4
• Molecular Weight: 323.34
• Mol File: 116857-07-9.mol
• Article Data: 7

Chemical Properties

• Melting Point: 208-209 °C(Solv: ethanol (64-17-5))
• Boiling Point: 577.2±39.0 °C(Predicted)
• Appearance: /
• Density: 1.33±0.1 g/cm3(Predicted)
• PKA: 10.88±0.20(Predicted)
• CAS DataBase Reference: FMOC-HOMOSERINE LACTONE(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-HOMOSERINE LACTONE(116857-07-9)
• EPA Substance Registry System: FMOC-HOMOSERINE LACTONE(116857-07-9)

Safety Data

• Hazardous Substances Data: 116857-07-9(Hazardous Substances Data)

Upstream product

• 28920-43-6 (fluorenylmethoxy)carbonyl chloride 
• 2185-03-7 L-homoserine lactone hydrochloride 
• 2185-02-6 L-homoserine lactone 
• 172525-85-8 N^α-(Fluoren-9-ylmethoxycarbonyl)-L-homoserine 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 
• 71989-28-1 N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine 
• 6305-38-0 (S)-(-)-α-amino-γ-butyrolactone hydrobromide 
• 145615-66-3 (S)-3-[(9H-fluoren-9-ylmethoxy)carbonyl]-5-oxo-4-oxazolidineacetic acid 
• 136083-57-3 N-α-9-fluorenylmethoxycarbonyl-aspartic acid 
• 1316250-66-4 (S)-3-acetyl-5-oxo-4-oxazolidineacetic acid 

Downstream Products

• 172169-88-9 Fmoc-γ-Br-hAla-OH 

Relevant articles and documents

An alternative solid-phase approach to C1-oxytocin

A general, solid-phase method based on in situ formation of a cystathionine residue is described. The procedure allows for the introduction of a thioether moiety in place of a native disulfide bond and is illustrated here by the synthesis of C1-oxytocin 1.

Regio- and Stereoselective Chan-Lam-Evans Enol Esterification of Carboxylic Acids with Alkenylboroxines

Efficient and scalable Cu(II)-mediated enol esterification methodology of carboxylic acids from alkenyl boroxines and boronic acids is presented. The reaction shows a wide scope in aliphatic and aromatic carboxylic acids in combination with several alkenyl boroxines. In the case of 2-substituted alkenyl boroxines the double bond configuration was fully retained in the enol ester product. Also N-hydroxyimides and imides could be transformed in the respective amidooxy vinyl enol ethers and vinyl enamides. Finally, with the exception of methionine, all other 19 canonical amino acids showed their compatibility to give the enol esters in a stereoselective fashion. (Figure presented.).

Opioid peptides: synthesis and biological properties of [(N gamma-glucosyl,N gamma-methoxy)-alpha, gamma-diamino-(S)-butanoyl]4-deltorphin-1-neoglycopeptide and related analogues.

The [D-Ala2]deltorphin 1 sequence in which the aspartic acid residue is replaced by the N gamma-OCH3-alpha, gamma-diamino (S) butanoyl residue was synthesized using the Fmoc-chemistry-based solid phase procedure. The resulting deltorphin analogue was chemoselectively glucosylated by reaction with unprotected D-glucose (Glc). The Asn4-, (2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-beta-D-galactopyranosyl)-Asn4- and the (2-acetamido-2-deoxy-D-galactopyranosyl)-Asn4-deltorphin I were also prepared for comparison. The affinity of the new compounds for the delta-opioid receptor was expressed by the inhibition constant (Ki) of the binding of the delta-receptor selective ligand [3H]naltrindole (NTI) to rat brain membrane preparations. The in vitro biological activity of the synthetic peptides was compared with that of the mu-opioid receptor agonist dermorphin in guinea pig ileum (GPI) preparations and with that of the delta-opioid receptor agonist deltorphin I in mouse vas deferens (MVD) preparations. The substitution of Asp4 with Asn failed to affect drastically the Ki and IC50 values for delta-sites, suggesting that an electrostatic interaction does not play an essential role in the binding to delta-opioid sites. The steric hindrance of the side chain of the residue in position 4 affects binding to delta-sites. The increase of the Ki value is smaller when the sugar-peptide linkage involves the gamma-nitrogen of the Dab residue in comparison with the Asn amide side chain.