CAS 58970-76-6

Bestatin

Description:

Bestatin is a chemical compound known for its role as a potent inhibitor of aminopeptidases, particularly aminopeptidase N. It is classified as a dipeptide, consisting of the amino acids L-phenylalanine and L-leucine. Bestatin exhibits a unique structure that allows it to effectively bind to the active site of aminopeptidases, thereby inhibiting their enzymatic activity. This inhibition has implications in various biological processes, including immune response modulation and cancer treatment. Bestatin is also noted for its potential use in enhancing the efficacy of certain chemotherapeutic agents. The compound is typically administered in a pharmaceutical context, and its safety profile has been evaluated in clinical studies. As with many bioactive compounds, the pharmacokinetics and metabolism of Bestatin are important for understanding its therapeutic applications and potential side effects. Overall, Bestatin represents a significant interest in medicinal chemistry due to its enzymatic inhibition properties and potential therapeutic benefits.

Formula: C₁₆H₂₄N₂O₄

InChI: InChI=1S/C16H24N2O4/c1-10(2)8-13(16(21)22)18-15(20)14(19)12(17)9-11-6-4-3-5-7-11/h3-7,10,12-14,19H,8-9,17H2,1-2H3,(H,18,20)(H,21,22)/t12-,13+,14+/m1/s1

InChI key: InChIKey=VGGGPCQERPFHOB-RDBSUJKOSA-N

SMILES: C([C@H]([C@@H](C(N[C@@H](CC(C)C)C(O)=O)=O)O)N)C1=CC=CC=C1

Synonyms:

• <span class="text-smallcaps">L</span>-Leucine, N-(3-amino-2-hydroxy-1-oxo-4-phenylbutyl)-, [S-(R*,S*)]-
• <span class="text-smallcaps">L</span>-Leucine, N-[(2S,3R)-3-amino-2-hydroxy-1-oxo-4-phenylbutyl]-
• Bestain
• Bestatin
• N-(3-amino-2-hydroxy-4-phenylbutanoyl)leucine
• N-[(2S,3R)-3-Amino-2-hydroxy-1-oxo-4-phenylbutyl]-<span class="text-smallcaps">L</span>-leucine
• N-[(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl]-D-leucine
• N-[(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl]-L-leucine
• N-[(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl]leucine
• NSC 265489
• Nk 421
• L-Leucine, N-(3-amino-2-hydroxy-1-oxo-4-phenylbutyl)-, [S-(R*,S*)]-
• N-[(2S,3R)-3-Amino-2-hydroxy-1-oxo-4-phenylbutyl]-L-leucine

Bestatin

CAS: 58970-76-6

Bestatin can indirectly act on monocytes by inhibiting Aminopeptidase B, which in turn inhibits the catabolism of tuftsin. Bestatin has also been shown to inhibit Leukotriene A4 hydrolase. It can directly stimulate lymphocytes through its fixation on the cell surface. The agent has been used in mul

Formula: C₁₆H₂₄N₂O₄

Color and Shape: White to pale cream, Powder

Molecular weight: 308.38

Ref: 02-J61106

[(2S,3R)-3-Amino-2-hydroxy-4-phenylbutyryl]-L-leucine

CAS: 58970-76-6

Bestatin (or ubenimex), an antibiotic of natural origin, is a specific, competitive inhibitor of many aminopeptidases, though it does not inhibit aminopeptidase A. Due to its low toxicity it has been administered to cultured cells, animals and humans. Bestatin offered by Bachem has been obtained by chemical synthesis.

Formula: C₁₆H₂₄N₂O₄

Purity: 99.5%

Color and Shape: White Powder

Molecular weight: 308.38

Ref: 01-4006587

(2S)-2-[(2S,3R)-3-amino-2-hydroxy-4-phenylbutanamido]-4-methylpentanoic acid

CAS: 58970-76-6

Formula: C₁₆H₂₄N₂O₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 308.3728

Ref: IN-DA00370Q

Bestatin (Ubenimex)

CAS: 58970-76-6

Formula: C₁₆H₂₄N₂O₄

Color and Shape: White To Off-White Solid

Molecular weight: 308.38

Ref: 4Z-B-119001

Bestatin

CAS: 58970-76-6

Bestatin

Purity: ≥98%

Molecular weight: 308.37g/mol

Ref: 54-BUP10959

N-[(2S,3R)-3-Amino-2-hydroxy-4-phenylbutyryl]-L-leucine

CAS: 58970-76-6

Formula: C₁₆H₂₄N₂O₄

Purity: ≥ 98.0%

Color and Shape: White powder

Molecular weight: 308.37

Ref: 7W-GM3911

Ubenimex Hydrochloride [for Biochemical Research]

CAS: 58970-76-6, 65391-42-6

Formula: C₁₆H₂₄N₂O₄·HCl

Purity: >97.0%(HPLC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 344.84

Ref: 3B-B4000

Ubenimex

CAS: 58970-76-6

Formula: C₁₆H₂₄N₂O₄

Purity: >98.0%(HPLC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 308.38

Ref: 3B-U0111

Bestatin-d5 (Ubenimex-d5)

CAS: 58970-76-6

Formula: C₁₆H₁₉N₂O₄D₅

Molecular weight: 313.41

Ref: 4Z-B-119002

Bestatin free base

CAS: 58970-76-6

Bestatin free base

Formula: C₁₆H₂₄N₂O₄

Purity: By hplc: >98% by area (Typical Value in Batch COA)

Color and Shape: white powder

Molecular weight: 308.37g/mol

Ref: 54-BIMI2138

Bestatin

CAS: 58970-76-6

Bestatin (Ubenimex) competitively inhibits many aminopeptidases. Bestatin is a microbial metabolite and dipeptide with immunomodulatory and antitumor effects.

Formula: C₁₆H₂₄N₂O₄

Purity: 98% - 99.63%

Color and Shape: White Crystalline Powder

Molecular weight: 308.37

Ref: TM-T1257

Ubenimex - Bio-X ™

CAS: 58970-76-6

Ubenimex is a protease inhibitor drug that is being studied for the treatment of acute myelocytic leukemia. This drug is an aminopeptidase N, B and leukotriene A4 hydrolase inhibitor. It is also used in the treatment of hypercholesterolaemia.

Formula: C₁₆H₂₄N₂O₄

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 308.37 g/mol

Ref: 3D-BU164499

Ubenimex

CAS: 58970-76-6

Aminopeptidase N (CD13) inhibitor; immunomodulator

Formula: C₁₆H₂₄N₂O₄

Purity: Min. 98 Area-%

Color and Shape: White Powder

Molecular weight: 308.37 g/mol

Ref: 3D-FU65199

Ubenimex (Bestatin)

CAS: 58970-76-6

Ubenimex (Bestatin) is an enzyme inhibitor that belongs to the class of dpp-iv inhibitors. It is used as an antifungal agent and has been shown to be effective against Candida albicans, Cryptococcus neoformans, Aspergillus fumigatus, Trichophyton mentagrophytes, and Microsporum canis. Ubenimex (Bestatin) inhibits the synthesis of protein by binding to the 30S ribosomal subunit and blocking the peptidyl transferase activity of the 50S ribosomal subunit. This drug also has a cytostatic effect on cancer cells in vitro.

Formula: C₁₆H₂₄N₂O₄

Purity: Min. 95%

Molecular weight: 308.37 g/mol

Ref: 3D-IBS-4093-PI

Bestatin

Controlled Product

CAS: 58970-76-6

Applications Bestatin is a competitive and specific inhibitor of leucine aminopeptidase, aminopeptidase B, and triamino peptidase.
References Umezawa, H., et al.: J. Antib., 29, 97 (1976); Poloz, Y., et al.: Eukaryotic Cell, 11, 545 (2012);

Formula: C₁₆H₂₄N₂O₄

Color and Shape: Neat

Molecular weight: 308.37

Ref: TR-B319500

Bestatin-d7

Controlled Product

CAS: 58970-76-6

Formula: C₁₆D₇H₁₇N₂O₄

Color and Shape: Neat

Molecular weight: 315.416

Ref: TR-B319502