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R7385

Sigma-Aldrich

Phosphoramidon disodium salt

powder, ≥97% (HPLC)

Synonym(s):

N-(α-Rhamno­pyranosyl­oxy­hydroxy­phosphinyl)-Leu-Trp disodium salt, N-(α-Rhamno­pyranosyl­phos­phono)-L-leucyl-L-tryptophan disodium salt

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100 G
¥928.19
250 G
¥1,113.42
500 G
¥1,360.18
1 KG
¥2,557.50

¥928.19

In StockDetails

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100 G
¥928.19
250 G
¥1,113.42
500 G
¥1,360.18
1 KG
¥2,557.50

About This Item

Empirical Formula (Hill Notation):
C23H32N3Na2O10P
CAS Number:
119942-99-3
Molecular Weight:
587.47
Beilstein:
8105669
MDL number:
MFCD00077870
UNSPSC Code:
12352202
PubChem Substance ID:
24278681
NACRES:
NA.77

¥928.19

In StockDetails

Product Name

Phosphoramidon disodium salt, ≥97% (HPLC)

biological source

Streptomyces sp.

Quality Level

200

Assay

≥97% (HPLC)

form

powder

solubility

H2O: 50 mg/mL

storage temp.

−20°C

SMILES string

[Na+].[Na+].CC(C)C[C@H](NP([O-])(=O)O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O)C(=O)N[C@@H](Cc2c[nH]c3ccccc23)C([O-])=O

InChI

1S/C23H34N3O10P.2Na/c1-11(2)8-16(26-37(33,34)36-23-20(29)19(28)18(27)12(3)35-23)21(30)25-17(22(31)32)9-13-10-24-15-7-5-4-6-14(13)15;;/h4-7,10-12,16-20,23-24,27-29H,8-9H2,1-3H3,(H,25,30)(H,31,32)(H2,26,33,34);;/q;2*+1/p-2/t12-,16-,17-,18-,19+,20+,23-;;/m0../s1

InChI key

OQKHVXFOYFBMDJ-ODIUWQMJSA-L

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1 of 4

This Item
5236552370H5882
溴化十六烷基三甲铵 Molecular Biology, ≥99%

H6269

溴化十六烷基三甲铵

溴化十六烷基三甲铵 BioUltra, Molecular Biology, ≥99.0% (AT)

52365

溴化十六烷基三甲铵

溴化十六烷基三甲铵 ≥96.0% (AT)

52370

溴化十六烷基三甲铵

溴化十六烷基三甲铵 ≥98%

H5882

溴化十六烷基三甲铵

form

powder or crystals

form

powder or crystals

form

powder or chunks

form

(solids)

suitability

suitable for DNA precipitation

suitability

-

suitability

-

suitability

-

grade

for molecular biology

grade

for molecular biology

grade

-

grade

-

assay

≥99%

assay

≥99.0% (AT)

assay

≥96.0% (AT)

assay

≥98%

aggregation number

170

aggregation number

170

aggregation number

-

aggregation number

170

HLB

10

HLB

10

HLB

-

HLB

10

General description

Phosphoramidon [N-(α-rhamnopyranosyl-oxyhydroxyphosphinyl)-Leu-Trp] is a competitive inhibitor of several soluble zinc metalloproteases.[1] Phosphoramidate is produced naturally by Streptomyces tanashiensis.[2]

Application

Identification of phosphoramidon as a metallo-endopeptidase inhibitor was used to characterize endothelin converting enzyme as a metallo-endopeptidase. Phosphoramidon increases the production of β-amyloid protein, but not amyloid precursor protein, indicating that abnormal amyloid processing in Alzheimer′s disease may be carried out by a metallo-endopeptidase.
Phosphoramidon disodium salt has been used:
  • as the neprilysin (NEP) inhibitor: in amyloid beta (Aβ) uptake and degradation[3]
  • to study its effect on keratinase activity[4]
  • to treat primary microglia from wild-type mice[5]

Biochem/physiol Actions

Phosphoramidon can inhibit ZMPSTE24, an integral membrane protein zinc metalloprotease.[1] It is capable of blocking thermolysin.[2]
Phosphoramidon is a potent inhibitor of thermolysin and other metallo-endopeptidases. It trongly inhibits mammalian enkephalinase and it does not inhibit trypsin, papain, chymotrypsin or pepsin. It weakly inhibits collagenase.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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    Lot/Batch Number
    WXBF6432V
    720409
    720409
    0000375068
    0000369853

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