ASPERPHENAMATE
- Product Name
- ASPERPHENAMATE
- CAS No.
- 63631-36-7
- Chemical Name
- ASPERPHENAMATE
- Synonyms
- Auranamide;ASPERPHENAMATE;Asperphenamate, 10 mM in DMSO;N-Benzoyl-L-phenylalanine (S)-2-benzoylamino-3-phenylpropyl ester;(2S)-2-(Benzoylamino)-3-phenylpropanoic acid (2S)-2-(benzoylamino)-3-phenylpropyl ester
- CBNumber
- CB41245088
- Formula Weight
- 0
- MOL File
- 63631-36-7.mol
ASPERPHENAMATE Property
- storage temp.
- Store at -20°C
- solubility
- DMF: soluble; DMSO: soluble; Ethanol: soluble; Methanol: soluble
- form
- A solid
- color
- White to off-white
N-Bromosuccinimide Price
- Product number
- 25086
- Product name
- Asperphenamate
- Purity
- ≥95%
- Packaging
- 1mg
- Price
- $305
- Updated
- 2024/03/01
- Product number
- 25086
- Product name
- Asperphenamate
- Purity
- ≥95%
- Packaging
- 5mg
- Price
- $1139
- Updated
- 2024/03/01
- Product number
- AG-CN2-0171-C250
- Product name
- Asperphenamate
- Purity
- ≥95%(HPLC)
- Packaging
- 250μg
- Price
- $90
- Updated
- 2021/12/16
- Product number
- AG-CN2-0171-M001
- Product name
- Asperphenamate
- Purity
- ≥95%(HPLC)
- Packaging
- 1mg
- Price
- $270
- Updated
- 2021/12/16
- Product number
- CS-0106762
- Product name
- Asperphenamate
- Purity
- ≥98.0%
- Packaging
- 5mg
- Price
- $580
- Updated
- 2021/12/16
ASPERPHENAMATE Chemical Properties,Usage,Production
Description
Asperphenamate is a fungal secondary metabolite originally isolated from A. flavipes. It inhibits proliferation of T47D and MDA-MB-231 breast and HL-60 leukemia cancer cell lines (IC50s = 92.3, 96.5, and 97.9 μM, respectively) and inhibits yeast α-glucosidase activity (IC50 = 8.3 μM).
Uses
Asperphenamate is an α-glucosidase inhibitor isolated from Penicillium spathulatum. Asperphenamate exhibits anticancer properties and is used to synthesize N-Benzoyl-O-(N''-(1-benzyloxycarbonyl-4-piperidiylcarbonyl)-D-phenylalanyl)-D-phenylalaninol (BBP), an asperphenamate derivative that inhibits human breast carcinoma MCF-7 cell growth.
Definition
ChEBI: Asperphenamate is a carboxylic ester resulting from the formal condensation of the carboxy group of N-benzoyl-L-phenylalanine with the hydroxy group of N-benzoyl-L-phenylalaninol. A metabolite found in several Pencillium and Aspergillus species, as well as in plants as a product of endophytic fungi. It has a role as an antineoplastic agent. It is a L-phenylalanine derivative, a member of benzamides and a carboxylic ester. It is functionally related to a N-benzoyl-L-phenylalanine and a N-benzoyl-L-phenylalaninol.
References
[1] ALICE M. CLARK Charles D H. Synthesis of asperphenamate, a novel fungal metabolite[J]. Phytochemistry, 1978, 17 3: Pages 552-553. DOI: 10.1016/s0031-9422(00)89363-2
[2] LEI YUAN Tie M S Jin Hui Wang. Total synthesis and anticancer activity studies of the stereoisomers of asperphenamate and patriscabratine[J]. Chinese Chemical Letters, 2010, 21 2: Pages 155-158. DOI: 10.1016/j.cclet.2009.10.004
[3] PAULINA DEL VALLE. Alkaloids from the Fungus Penicillium spathulatum as α-Glucosidase Inhibitors.[J]. Planta medica, 2016, 82 14: 1286-1294. DOI: 10.1055/s-0042-111393
ASPERPHENAMATE Preparation Products And Raw materials
Raw materials
Preparation Products
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