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1784-03-8

1784-03-8 structure
1784-03-8 structure
  • Name: TOS-ARG-OME.HCL
  • Chemical Name: methyl (2S)-5-(diaminomethylideneamino)-2-[(4-methylphenyl)sulfonylamino]pentanoate,hydrochloride
  • CAS Number: 1784-03-8
  • Molecular Formula: C14H23ClN4O4S
  • Molecular Weight: 378.875
  • Catalog: Biochemical Amino acids and their derivatives Arginine derivatives
  • Create Date: 2018-12-22 10:39:35
  • Modify Date: 2024-01-01 18:38:04
  • TAME hydrochloride is an inhibitor of anaphase-promoting complex (APC), which prevents its activation by Cdc20 and Cdh1.
Name methyl (2S)-5-(diaminomethylideneamino)-2-[(4-methylphenyl)sulfonylamino]pentanoate,hydrochloride
Synonyms Nalpha-4-Tosyl-L-arginine methyl ester hydrochloride
Na-p-Tosyl-L-arginine methyl ester hydrochloride
(S)-Methyl 5-guanidino-2-(4-methylphenylsulfonamido)pentanoate hydrochloride
Nα-p-Toluenesulfonyl-L-arginine Methyl Ester Hydrochloride
N-4-Tosyl-L-arginine methyl ester hydrochloride
Tos-Arg-OMe.HCl
Tos-Arg-Ome·Hcl
EINECS 217-235-1
TAME hydrochloride
Imino{[(4S)-5-methoxy-4-{[(4-methylphenyl)sulfonyl]amino}-5-oxopentyl]amino}methanaminium chloride
MFCD00012578
L-Ornithine, N-(diaminomethylene)-N-[(4-methylphenyl)sulfonyl]-, methyl ester, hydrochloride (1:1)
Nα-p-Tosyl-L-arginine methyl ester hydrochloride
Methyl N2-((p-tolyl)sulphonyl)-L-argininate monohydrochloride
Nalpha-Tosyl-L-arginine Methyl Ester Hydrochloride
TOS-ARG-OME HCL
Methyl N-(diaminomethylene)-N-[(4-methylphenyl)sulfonyl]-L-ornithinate hydrochloride (1:1)
Nα-Tosyl-L-arginine Methyl Ester Hydrochloride
Nalpha-p-Toluenesulfonyl-L-Arginine Methyl Ester Hydrochloride
Description TAME hydrochloride is an inhibitor of anaphase-promoting complex (APC), which prevents its activation by Cdc20 and Cdh1.
Related Catalog
Target

APC [1].
In Vitro TAME shows inhibitory effect on APC activation when added to mitotic Xenopus extract. TAME (1-200 μM) inhibits Cdc20 association with mitotic APC and also inhibits Cdh1 association with interphase APC. TAME significantly inhibits crosslinking of the IR peptide to Cdc27 and Cdc16 but only slightly reduces crosslinking to Cdc23 and Apc7 at 20 µM; TAME strongly inhibits crosslinking to all APC subunits at 200 µM. TAME also inhibits binding of wild type Cdc20 to the APC, but not binding of a ΔIR mutant[1]. TAME (200 μM) induces Cdc20 dissociation from the APC in mitotic Xenopus extract calls for APC-dependent ubiquitination. TAME induces Cdc20 dissociation from the APC by promoting Cdc20 ubiquitination, but the dissociation can be suppresses by Cyclin B1. TAME terminates cyclin B1 ubiquitination prematurely[2]. TAME interacts with ATP by β and γ phosphate and the adenine ring of ATP. TAME in combination with the Mg(II) ion accelerates the ATP hydrolysis process[3].
References

[1]. Zeng X, et al. Pharmacologic inhibition of the anaphase-promoting complex induces a spindle checkpoint-dependent mitotic arrest in the absence of spindle damage. Cancer Cell. 2010 Oct 19;18(4):382-95.

[2]. Zeng X, et al. An APC/C inhibitor stabilizes cyclin B1 by prematurely terminating ubiquitination. Nat Chem Biol. 2012 Feb 26;8(4):383-92.

[3]. Ma Y, et al. Differential effects of Mg(ii) and N(alpha)-4-tosyl-l-arginine methyl ester hydrochloride on the recognition and catalysis in ATP hydrolysis. Dalton Trans. 2008 Feb 28;(8):1081-6.
Boiling Point 544.1ºC at 760mmHg
Melting Point 145-147(lit.)
Molecular Formula C14H23ClN4O4S
Molecular Weight 378.875
Flash Point 282.9ºC
Exact Mass 378.112854
PSA 142.75000
LogP 3.54280
Vapour Pressure 6.73E-12mmHg at 25°C
Index of Refraction -14 ° (C=4, H2O)
Storage condition -20°C
Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes Xi
Risk Phrases R36/37/38
Safety Phrases S22-S24/25
RIDADR NONH for all modes of transport
WGK Germany 3
HS Code 2935009090
74-79-3 structure

74-79-3

~%

1784-03-8 structure

1784-03-8
Literature: Journal of Biological Chemistry, , vol. 127, p. 643,647
98-59-9 structure

98-59-9

~%

1784-03-8 structure

1784-03-8
Literature: Journal of Biological Chemistry, , vol. 127, p. 643,647
67-56-1 structure

67-56-1
1159-15-5 structure

1159-15-5

~%

1784-03-8 structure

1784-03-8
Literature: Journal of Biological Chemistry, , vol. 127, p. 643,647
HS Code 2935009090
Summary 2935009090 other sulphonamides VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:35.0%

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