ChemicalBook > CAS DataBase List > (2R,5S)-5-AMINO-8-GUANIDINO-4-OXO-2-P-HYDROXYPHENYLMETHYLOCTANOIC ACID HEMISULFATE MONOHYDRATE

(2R,5S)-5-AMINO-8-GUANIDINO-4-OXO-2-P-HYDROXYPHENYLMETHYLOCTANOIC ACID HEMISULFATE MONOHYDRATE

Product Name
(2R,5S)-5-AMINO-8-GUANIDINO-4-OXO-2-P-HYDROXYPHENYLMETHYLOCTANOIC ACID HEMISULFATE MONOHYDRATE
CAS No.
144110-38-3
Chemical Name
(2R,5S)-5-AMINO-8-GUANIDINO-4-OXO-2-P-HYDROXYPHENYLMETHYLOCTANOIC ACID HEMISULFATE MONOHYDRATE
Synonyms
ARPHAMENINE B;arphamenine B hemisulfate;ARPHAMENINE B HEMISULFATE MONOHYDRATE;Arphamenine B hemisulfate salt hydrate;Arphamenine B hydrate hemisulfate salt;ARPHAMENINE B HEMISULFATE HYDRATE*FROM MICROBIAL SOU;(2R,5S)-5-Amino-8-guanido-4-oxo-2-p-hydroxyphenylmethyloctanoic acid;5-amino-8-(diaminomethylideneamino)-2-[(4-hydroxyphenyl)methyl]-4-oxooctanoic acid;(2R,5S)-5-AMINO-8-GUANIDINO-4-OXO-2-P-HYDROXYPHENYLMETHYLOCTANOIC ACID, HEMISULFATE;(2R,5S)-5-AMINO-8-GUANIDINO-4-OXO-2-P-HYDROXYPHENYLMETHYLOCTANOIC ACID (SULFATE FORM)
CBNumber
CB0210137
Molecular Formula
C32H52N8O13S
Formula Weight
788.87
MOL File
144110-38-3.mol
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(2R,5S)-5-AMINO-8-GUANIDINO-4-OXO-2-P-HYDROXYPHENYLMETHYLOCTANOIC ACID HEMISULFATE MONOHYDRATE Property

storage temp. 
−20°C
solubility 
≤0.2mg/ml in DMSO
form 
White to yellow powder
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Safety

WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Cayman Chemical
Product number
18506
Product name
Arphamenine B (hemisulfate)
Purity
≥95%
Packaging
1mg
Price
$37
Updated
2024/03/01
Cayman Chemical
Product number
18506
Product name
Arphamenine B (hemisulfate)
Purity
≥95%
Packaging
5mg
Price
$161
Updated
2024/03/01
Cayman Chemical
Product number
18506
Product name
Arphamenine B (hemisulfate)
Purity
≥95%
Packaging
10mg
Price
$283
Updated
2024/03/01
TRC
Product number
A771600
Product name
ArphamenineBHemisulfate
Packaging
10mg
Price
$235
Updated
2021/12/16
ApexBio Technology
Product number
C4189
Product name
ArphamenineB(hemisulfate)
Packaging
10mg
Price
$321
Updated
2021/12/16
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(2R,5S)-5-AMINO-8-GUANIDINO-4-OXO-2-P-HYDROXYPHENYLMETHYLOCTANOIC ACID HEMISULFATE MONOHYDRATE Chemical Properties,Usage,Production

Uses

Arphamenine B Hemisulfate is a Zn2+-dependent exopeptidase that selectively removes arginine and/or lysine from the amino terminus of peptide substrates. This enzyme is a metalloprotease commonly found on the surface of mammalian cells, including macrophages and lymphocytes. Arphamenine B Hemisulfate is an aminopeptidase B inhibitor first isolated from bacteria. Like the aminopeptidase inhibitors bestatin and amastatin , arphamenine B enhances immune responses. Arphamenine B Hemisulfate is commonly used to characterize novel proteases.[Cayman Chemical]

Biological Activity

arphamenine b is a specific inhibitor of aminopeptidase b first isolated from bacteria [1]. aminopeptidase b (ap-b) is a zn2+-dependent exopeptidase which selectively removes arg and/or lys residues from the n terminus of several peptide substrates. aminopeptidase b has been involved in processing events occurring either during its intracellular transport along the secretory pathway or at the plasma membrane level [2].

in vitro

arphamenine b inhibited the activity of aminopeptidase enzyme with an ic50 value of 9.0 μm [2]. arphamenine b strongly inhibited transport by the oligopeptide/h+ symporter with the ec50 values of 15 to 67 μm. arphamenine at concentration 100 μm acted as either ineffective or weak inhibitor of membrane-associated hydrolysis [4]. arphamenine selectively suppressed dipeptide hydrolysis [4].

References

[1] umezawa h, aoyagi t, ohuchi s, et al. arphamenines a and b, new inhibitors of aminopeptidase b, produced by bacteria[j]. the journal of antibiotics, 1983, 36(11): 1572-1575.
[2] balogh a, cadel s, foulon t, et al. aminopeptidase b: a processing enzyme secreted and associated with the plasma membrane of rat pheochromocytoma (pc12) cells[j]. journal of cell science, 1998, 111(2): 161-169.
[3] sajid m, isaac r e, harrow i d. purification and properties of a membrane aminopeptidase from ascaris suum muscle that degrades neuropeptides af1 and af2[j]. molecular and biochemical parasitology, 1997, 89(2): 225-234.
[4] daniel h, adibi s a. functional separation of dipeptide transport and hydrolysis in kidney brush border membrane vesicles[j]. the faseb journal, 1994, 8(10): 753-759.

(2R,5S)-5-AMINO-8-GUANIDINO-4-OXO-2-P-HYDROXYPHENYLMETHYLOCTANOIC ACID HEMISULFATE MONOHYDRATE Preparation Products And Raw materials

Raw materials

Preparation Products

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(2R,5S)-5-AMINO-8-GUANIDINO-4-OXO-2-P-HYDROXYPHENYLMETHYLOCTANOIC ACID HEMISULFATE MONOHYDRATE Suppliers

ApexBio Technology
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Cayman Chemical Company
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United States Biological
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chemicals@usbio.net
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Riedel-de Haen AG
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EMD Biosciences, Inc.
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technical@calbiochem.com
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Crescent Chemical Co., Inc.
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144110-38-3, (2R,5S)-5-AMINO-8-GUANIDINO-4-OXO-2-P-HYDROXYPHENYLMETHYLOCTANOIC ACID HEMISULFATE MONOHYDRATERelated Search:


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