RU1836340C - 6-arginylaminonaphthalene-1-sulphamide bromine hydrates as intermediate product for obtaining peptide fluorogenic substrates - Google Patents
6-arginylaminonaphthalene-1-sulphamide bromine hydrates as intermediate product for obtaining peptide fluorogenic substratesInfo
- Publication number
- RU1836340C RU1836340C SU914920124A SU4920124A RU1836340C RU 1836340 C RU1836340 C RU 1836340C SU 914920124 A SU914920124 A SU 914920124A SU 4920124 A SU4920124 A SU 4920124A RU 1836340 C RU1836340 C RU 1836340C
- Authority
- RU
- Russia
- Prior art keywords
- arginylaminonaphthalene
- sulphamide
- hydrates
- bromine
- intermediate product
- Prior art date
Links
- 108090000765 processed proteins & peptides Proteins 0.000 title abstract 2
- 239000007850 fluorescent dye Substances 0.000 title 1
- 239000013067 intermediate product Substances 0.000 title 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 abstract 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 abstract 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 abstract 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 abstract 2
- 239000000543 intermediate Substances 0.000 abstract 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 abstract 1
- -1 CbHH Chemical group 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 102000035195 Peptidases Human genes 0.000 abstract 1
- 108091005804 Peptidases Proteins 0.000 abstract 1
- 229960000583 acetic acid Drugs 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 abstract 1
- 239000012362 glacial acetic acid Substances 0.000 abstract 1
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 235000019833 protease Nutrition 0.000 abstract 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 abstract 1
- 235000017557 sodium bicarbonate Nutrition 0.000 abstract 1
- 239000000758 substrate Substances 0.000 abstract 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 244000028419 Styrax benzoin Species 0.000 description 1
- 235000000126 Styrax benzoin Nutrition 0.000 description 1
- 235000008411 Sumatra benzointree Nutrition 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229960002130 benzoin Drugs 0.000 description 1
- ISAOCJYIOMOJEB-UHFFFAOYSA-N desyl alcohol Natural products C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 1
- 238000002189 fluorescence spectrum Methods 0.000 description 1
- 235000019382 gum benzoic Nutrition 0.000 description 1
- 239000008363 phosphate buffer Substances 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Landscapes
- Peptides Or Proteins (AREA)
Abstract
Используют в качестве полупродуктов дл получени пептидных флуорогенных субстратов пептидаз. Сущность изобретени : промежуточные продукты формулы: I - Р1Р2М502(нафталин НАгд-6 НВг, где RI Н, Н2-линейный или разветвленный С1-С4 алкил, СбНн, циклогексил, бензил, или , C2Hs, или NRiRa гексаметилен, пиперидин, морфолин. Реагент 1: бромгидрат N -бензилоксикарбониларгинил-ами- нонафталйн-1-сульфамид. Реагент 2: 3 NHO в лед ной уксусной кислоте. Услови реакции: выдерживают при 20°С, добавл ют 5%- ный водный ЫаНСОз. 7 табл.They are used as intermediates for the preparation of peptide fluorogenic peptidase substrates. SUMMARY OF THE INVENTION Intermediates of the formula: I - P1P2M502 (naphthalene NaGD-6 HBg, where RI H, H2-linear or branched C1-C4 alkyl, CbHH, cyclohexyl, benzyl, or, C2Hs or NRiRa hexamethylene, piperidine, morpholine. 1: N-benzyloxycarbonylargininyl-aminonaphthalene-1-sulfamide bromide Hydrogen reagent 2: 3 NHO in glacial acetic acid Reaction conditions: maintained at 20 ° C, 5% aqueous NaHCO3 added 7 table 7.
Description
-..Т а С л и ц а- .. T a S l c a
Физико-химические свойства бромгилратов 6-(И -ввн иг6ке икар6онип)аргинип- мино«афталин-1-супк ами овPhysico-chemical properties of 6- (And -in vvg ig6ke ikar6onip) arginine-amino "aftalin-1-soup amines
x -NHArq- -Z-HBrx -NHArq- -Z-HBr
6yt HO/t-yKcrcM« кислотв-ioA 11:26yt HO / t-yKcrcM acid-ioA 11: 2
«м.1СО-«и«,ч.е«.. вр«п«р.то. вчрп и жион тмииМ-су нивм-МНАгд-НВг“M.1SO-“ and “, ch.“ .. VR “p“ r.to. vchrp and zhion tmiiM-su nivm-MNAgd-NVg
Т б л и н T b l and n
Примечание. ВОС - трет-бутилохсикарбоичл; 2 - бенэипо сснха&бонил; tics - метилсу ьфонил; Brl - бензоин;.Тов-п-толуолгульфомипNote. BOC - tert-butylohsicarboichl; 2 - Beneipo Ssnha &Bonil; tics - methylsulfonyl; Brl - benzoin; .Tov-p-toluene sulfomip
v. Й©Г v. G © G
SO,K/IUSO, K / IU
HiHi
Таблица 6Table 6
Характеристики спектров флуоресценции 6- и 5-аминонафта- лин-1-сульфамидов в фосфатном буфере, ,2 (0,067 М)Characteristics of the fluorescence spectra of 6- and 5-aminonaphthalene-1-sulfamides in phosphate buffer,, 2 (0.067 M)
I A I A
В таблице I --- , где I - высота полосы эмиссии, в мм, с - с 10JIn table I ---, where I is the height of the emission band, in mm, s - s 10J
концентраци в моль/л, А - соотношение максимальной и использованной чувствительности прибора. .concentration in mol / l, A - ratio of the maximum and used sensitivity of the device. .
@эг.@ eh.
Rl Rl
SOiKSOiK
555 550 568 568 549 549 547 547 549 556 563 557555 550 568 568 549 549 547 547 549 556 563 557
560 556 568560 556 568
Rl Rl
SOiKSOiK
(1(1
Примечание, концентраци ферментов 100 нМ, 0 нМ, 1 нМ.Note, the concentration of enzymes is 100 nM, 0 nM, 1 nM.
ЛШ-В.LSH-V.
Таблица 7Table 7
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU914920124A RU1836340C (en) | 1991-03-19 | 1991-03-19 | 6-arginylaminonaphthalene-1-sulphamide bromine hydrates as intermediate product for obtaining peptide fluorogenic substrates |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU914920124A RU1836340C (en) | 1991-03-19 | 1991-03-19 | 6-arginylaminonaphthalene-1-sulphamide bromine hydrates as intermediate product for obtaining peptide fluorogenic substrates |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| RU1836340C true RU1836340C (en) | 1993-08-23 |
Family
ID=21565571
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU914920124A RU1836340C (en) | 1991-03-19 | 1991-03-19 | 6-arginylaminonaphthalene-1-sulphamide bromine hydrates as intermediate product for obtaining peptide fluorogenic substrates |
Country Status (1)
| Country | Link |
|---|---|
| RU (1) | RU1836340C (en) |
-
1991
- 1991-03-19 RU SU914920124A patent/RU1836340C/en active
Non-Patent Citations (1)
| Title |
|---|
| Биоорганическа хими , 1989, т. 15, № 4, с. 444-51. * |
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