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August 26, 2020

Organometallic reagents in the syntheses of natural compounds

By Brandy

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Asymmetric copper-catalyzed conjugate additions of organometallic reagents in the syntheses of natural compounds and pharmaceuticals.

Access to enantiopure complex molecular structures is crucial for the development of new drugs as well as agents used in crop-protection. In this regard, numerous asymmetric methods have been established. Copper-catalyzed 1,4-additions of organometallic reagents are robust C-C bond formation strategies applicable in a wide range of circumstances.
This review analyses the syntheses of natural products and pharmaceutical agents, which rely on the application of asymmetric Cu-catalyzed conjugate additions of various organometallic reagents. A wide range of available organometallics, e.g. dialkylzinc, trialkylaluminum, Grignard, and organozirconium, can now be used in conjugate additions to address various synthetic challenges present in targeted natural compounds. Furthermore, efficient catalysts allow high levels of stereofidelity over a diverse array of starting Michael acceptors.
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Taq DNA Polymerase
BA00104 1000U
EUR 123
Description: High quality Taq polymerase for different PCR variations and downstream applications.

Taq DNA Polymerase
BA00105 2500U
EUR 232
Description: High quality Taq polymerase for different PCR variations and downstream applications.

Taq DNA polymerase
BT10101 500U
EUR 80
Description: High quality Taq polymerase for different PCR variations and downstream applications.

Taq DNA polymerase
BT10102 1000U
EUR 109
Description: High quality Taq polymerase for different PCR variations and downstream applications.

Taq DNA polymerase
BT10103 2000U
EUR 167
Description: High quality Taq polymerase for different PCR variations and downstream applications.

Taq DNA Polymerase
L7051001 1000 unit
EUR 195
Description: Premade ready to use kits will always come in handy. Get your experiment done right form the first try by using a validated kit with perfectly balanced reagents proportions and compatibility and by following a clear protocol.

Taq DNA Polymerase
L7051200 200 unit
EUR 87
Description: Premade ready to use kits will always come in handy. Get your experiment done right form the first try by using a validated kit with perfectly balanced reagents proportions and compatibility and by following a clear protocol.

Taq DNA Polymerase
9001-2500
EUR 512

Taq DNA Polymerase
9001-500
EUR 191

Maximo Taq DNA Polymerase
S101 500 units
EUR 46

Maximo Taq DNA Polymerase
S102 5x500 units
EUR 107

Maximo Taq DNA Polymerase
S103 20x500 units
EUR 328

Taq DNA polymerase (+dNTPs)
02-001 200U
EUR 153
Description: The Taq DNA polymerase (+dNTPs) is available in Europe and for worldwide shipping via Gentaur.

Taq DNA polymerase (+dNTPs)
02-001-5 5×200U
EUR 257
Description: The Taq DNA polymerase (+dNTPs) is available in Europe and for worldwide shipping via Gentaur.

Taq DNA polymerase (-dNTPs)
02-011 200U
EUR 140
Description: The Taq DNA polymerase (-dNTPs) is available in Europe and for worldwide shipping via Gentaur.

Taq DNA polymerase (-dNTPs)
02-011-5 5×200U
EUR 218
Description: The Taq DNA polymerase (-dNTPs) is available in Europe and for worldwide shipping via Gentaur.

Taq DNA Polymerase (500U)
9K-001-0001 500U
EUR 174.41

Taq DNA Polymerase (3000U)
9K-001-0002 3000U
EUR 485

Taq DNA Polymerase (6000U)
9K-001-0033 6000U
EUR 1028.75

Taq DNA Polymerase (1000U)
9K-001-0035 1000U
EUR 348.85

Taq DNA Polymerase (Recombinant)
abx073521-10000U 10000 U
EUR 592

Taq DNA Polymerase (Recombinant)
abx073521-1000U 1000 U
EUR 230

Taq DNA Polymerase (Recombinant)
abx073521-3000U 3000 U
EUR 328

Recombinant Taq DNA Polymerase
7-03634 1,000U Ask for price

Recombinant Taq DNA Polymerase
7-03635 3,000U Ask for price

Recombinant Taq DNA Polymerase
7-03636 10,000U Ask for price

Taq DNA Polymerase, 5units/㎕
T2200-050 500units
EUR 131

Taq DNA Polymerase, 5units/㎕
T2200-100 2x500 units
EUR 192

Taq DNA Polymerase, 5units/㎕
T2200-200 4x500 units
EUR 313

Hotstart Taq DNA Polymerase
L7052001 1000 units
EUR 568
Description: Premade ready to use kits will always come in handy. Get your experiment done right form the first try by using a validated kit with perfectly balanced reagents proportions and compatibility and by following a clear protocol.

Hotstart Taq DNA Polymerase
L7052250 250 units
EUR 195
Description: Premade ready to use kits will always come in handy. Get your experiment done right form the first try by using a validated kit with perfectly balanced reagents proportions and compatibility and by following a clear protocol.

Champagne Taq DNA Polymerase
P122-d1 500 U (2.5 U/μl)
EUR 177

Champagne Taq DNA Polymerase
P122-d2 500 U (5 U/μl)
EUR 177

Champagne Taq DNA Polymerase
P122-d3 500 U (10 U/μl)
EUR 177

Taq Plus DNA Polymerase
P201-01 250 U
EUR 123

Taq Plus DNA Polymerase
P201-02 1000 U
EUR 178

Taq Plus DNA Polymerase
P201-03 3000 U
EUR 319

ACTaq? Taq DNA Polymerase, 1000U
E2100-1000U
EUR 217

ACTaq? Taq DNA Polymerase, 250U
E2100-250U
EUR 102

YEA taq DNA Polymerase wiodNTP
FYT011-500U 500U Ask for price

Fast-Taq DNA Polymerase (500U)
9K-001-0036 500U
EUR 350.54

Taq DNA Polymerase, 5u/ul
B0089(D0089) 5X200U
EUR 93.5

Taq Plus DNA Polymerase (Recombinant)
abx073522-2500U 2.500 U
EUR 592

Taq Plus DNA Polymerase (Recombinant)
abx073522-250U 250 U
EUR 230

Taq Plus DNA Polymerase (Recombinant)
abx073522-750U 750 U
EUR 328

Taq DNA Polymerase - 5,000 units
3245 1/EA
EUR 517

Recombinant Taq Plus DNA Polymerase
7-03631 250U Ask for price

Recombinant Taq Plus DNA Polymerase
7-03632 750U Ask for price

Recombinant Taq Plus DNA Polymerase
7-03633 2,500U Ask for price

Anti-Taq DNA Polymerase Antibody
48369-100ul 100ul
EUR 333

Anti-Taq DNA Polymerase Antibody
48369-50ul 50ul
EUR 239

Recombinant (E.Coli) Taq DNA Polymerase
RP-394 1000 IU
EUR 164

Genorise® Taq DNA Polymerase
GR108007 200 tests
EUR 230

Taq DNA Polymerase Polyclonal Antibody
7018-100
EUR 354

Taq DNA Polymerase Polyclonal Antibody
7018-30T
EUR 146

Taq DNA polymerase (TQ21) , DNA Aptamer, Biotinylated
AD-146-B Custom Ask for price

Taq DNA polymerase (TQ21) , DNA Aptamer, unlabeled
AD-146-U Custom Ask for price

Maximo H-SPlus Taq DNA Polymerase (for Hot-Start PCR)
S400 200 units
EUR 72

Maximo H-SPlus Taq DNA Polymerase (for Hot-Start PCR)
S410 1000 units
EUR 193

Taq Plus DNA Polymerase, 5u/ul
D0090 200U
EUR 79

ACTaq? Taq Blue DNA Polymerase, 1000U
E2100B-1000U
EUR 227

ACTaq? Taq Blue DNA Polymerase, 250U
E2100B-250U
EUR 105

YEA taq DNA Polymerase wi dNTP
FYT001-500U 500U Ask for price

amfiSure Hot-Start Taq DNA Polymerase
P0322-010 100 units
EUR 147

amfiSure Hot-Start Taq DNA Polymerase
P0322-025 250 units
EUR 228

Cheetah Hot Start Taq DNA Polymerase
29050 500EU
EUR 296
Description: Minimum order quantity: 1 unit of 500EU

Taq DNA Polymerase, 5units/㎕ , Bulk Packing
T2200-B01 10,000 units
EUR 1157

Taq DNA Polymerase, 5units/㎕ , Bulk Packing
T2200-B05 5x10,000 units
EUR 5450

HiQTM Taq Red DNA Polymerase, 1unit/㎕
T2201-050 500units
EUR 131

HiQTM Taq Red DNA Polymerase, 1unit/㎕
T2201-100 2x500 units
EUR 192

HiQTM Taq Red DNA Polymerase, 1unit/㎕
T2201-200 4x500 units
EUR 313

Recombinant (E.Coli) Taq Plus DNA Polymerase
RP-395 250 U
EUR 164

Taq DNA Polymerase, 5 units/µl
ABP-PP-ERTQ001 1000U Ask for price

Taq DNA Polymerase, 5 units/µl
ABP-PP-ERTQ100 100U Ask for price

Taq DNA Polymerase, 5 units/µl
ABP-PP-ERTQ200 200U Ask for price

Taq DNA Polymerase, 5 units/µl
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Anti-Taq DNA Polymerase Conjugated Antibody
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EUR 397

Taq DNA Polymerase (Mg2+ plus Buffer)
P101-01 1000 U
EUR 121

Taq DNA Polymerase (Mg2+ plus Buffer)
P101-02 5000 U
EUR 193

Evaluation of a new thromboplastin reagent STA-NeoPTimal on a STA R Max analyzer for the measurement of prothrombin time, international normalized ratio and extrinsic factor levels

Introduction: We aimed at evaluating the performance of a new prothrombin time (PT) reagent (STA-NeoPTimal) with two other PT reagents (STA-Neoplastine R and STA-Neoplastine CI Plus) and the reference PT reagent used in our laboratory (ReadiPlasTin).
Methods: Evaluation consisted in intra- and interassay precision assessment, determination of sensitivity to unfractionated heparin (UFH) or enoxaparin in spiked samples and to direct oral anticoagulants (DOACs) in patients (n = 43). Method comparison of the 4 PT reagents, factor II, V, VII and X assays was tested on normal (n = 20) and abnormal samples: VKA (n = 47), preoperative (n = 23), liver failure (n = 12) and burned patients (n = 37).
Results: Analytical performance met manufacturers’ criteria for all reagents. All PT reagents gave correlation coefficients >0.8 and even >0.9 in many situations.
In some VKA samples, differences ≥ 0.5 INR units were found in samples within and above therapeutic ranges. For burned patients, PT correlations were good but with some minimal bias (<5.0%) while factor assays gave very consistent results (R > .8 and mainly >0.9). As expected, poor responsiveness of the PT to DOAC concentrations was observed with all four assays.
Conclusion: The STA-NeoPTimal showed comparable performance to ReadiPlasTin, making it suitable for VKA control, detection of factors II, V, VII, X deficiency and assessment of liver disease coagulopathy.
However, for patients receiving VKA, some significant differences were observed. We confirmed the inability of the PT assay to detect residual DOAC concentrations. Finally, burned patients results showed that recombinant thromboplastins were less sensitive to factor deficiencies in comparison to extraction thromboplastins.

An Experimental and Theoretical Study on the “2,2′ Bipiridyl Ni Catalyzed” Hirao Reaction of >P(O)H Reagents and Halobenzenes; A Ni(0)→Ni(II) or a Ni(II)→Ni(IV) mechanism?

The P-C couplings between >P(O)H reagents and halogenoarenes may take place either by Pd- or Ni-catalysis. However, the latter version has been less studied. It was found by us that the reaction of Ph2P(O)H or PhEtOP(O)H with PhX (X = I and Br) in the presence of NiCl2/Zn as the precursors for the assumed Ni(0) complexant together with 2,2′-bipyridine as the ligand took place only with PhI at 50/70 °C. M06-2X/6-31G(d,p)//PCM(MeCN) calculations for the P-C coupling of Ph2P(O)H and PhX revealed a favorable energetics only for the loss of iodide following the oxidative addition of PhI on the Ni(0) atom.
  • However, the assumed transition states with Ni(II) formed after P-ligand uptake and deprotonation could not undergo reductive elimination meaning a “dead-end street” in the mechanism expected. Hence, it was assumed that the initial complexation of the remaining Ni2+ ions with 2,2′-bipyridine may move the P-C coupling forward via a Ni(II)→Ni(IV) transition.
  • This route was also evaluated by calculations, and the mechanism explored was justified by preparative experiments carried out using NiCl2 and bipyridine, but in the absence of Zn. There was no need for Zn, when bipyridine was applied as the N-ligand, moreover PhBr could also be a suitable starting material at higher temperatures.
  • Hence, the generally accepted Ni(0)→Ni(II) route was refuted by us, confirming, surprisingly, the generality of the Ni(II)→N(IV) protocol, either in the presence of bipyridine, or using the excess of the >P(O)H ⇌ >P-OH reagent as the P-ligand.
  • The results of the calculations on the complex forming ability of Ni(0) and Ni(II) with 2,2′-bipyridine or the tautomeric >P-OH form of the P-reagents were in accord with our mechanistic proposition. Our study also means the clarification of the contradicting and sometimes uncertain literature data published in the last decade.

10 mM dNTP Mix of 2.5 mM 4 dNTP Mix
GR103045 1 mL
EUR 63

dNTP MIX 100mM, 1ml
2013MIX-1ML
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dNTP Mix, 25mM each
40053 1mL
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40054 5x1mL
EUR 459
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9002-1
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dNTP Mix, 100mM Final Conc.
BIO-39028 50µmol, (1 x 500µl) Ask for price

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High Quality dNTP Mix, 10mM
ABP-PP-ERDN100 1mL Ask for price

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P031-01 1 ml
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P031-02 5 ml
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P032-02 5 ml
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9K-003-0006 1ml
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9K-003-0013 5x1mL
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PR3040-M-1 1 PC
EUR 98.5

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PR3040-M-4 1 PC
EUR 159.11

Taq DNA Polymerase with dNTP Mix (6000U)
9K-001-0018 6000U
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9K-001-0022 250U
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9K-001-0023 500U
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9K-001-0031 500U
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9K-001-0032 3000U
EUR 907.39

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9K-001-0034 1000U
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LR DNA Polymerase with 10mM dNTP Mix (250U)
9K-001-0008 250U
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Pfu DNA Polymerase with 10mM dNTP Mix (500U)
9K-001-0009 500U
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9K-001-0010 250U
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Fast-Taq DNA Polymerase with 10mM dNTP Mix (500U)
9K-001-0003 500U
EUR 479.35

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9K-001-0004 2500U
EUR 2054.48

High-Taq DNA Polymerase with 10mM dNTP Mix (250U)
9K-001-0005 250U
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9K-001-0006 4x250U
EUR 879.98

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9K-001-0020 5000U
EUR 2399

Pfu DNA Polymerase with 10mM dNTP Mix (10, 000U)
9K-001-0021 10000U
EUR 4487

Taq DNA Polymerase - 5,000 units with separate dNTP Mix
3245d 1/EA
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Hot Start Taq DNA Polymerase - 1000 units with seperate dNTP mix
3293d 1/EA
EUR 357

dNTP Set
G050 4 x 250 ul (100 mM each)
EUR 111

dNTP mixture (10mM)
DD0056 0.5ml
EUR 63.05

dNTP mixture (25mM)
DD0057 0.5ml
EUR 79.58

dNTP 10 mM
FYT013-200UL 200 µl Ask for price

dNTP Set, 100mM
BIO-39025 4 x 25µmol, (4 x 250µl) Ask for price

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BIO-39026 4 x 100µmol, (4 x 4 x 250µl) Ask for price

dNTP Set, 100mM
BIO-39049 4 x 100µmol, (4 x 1ml) Ask for price

100mM dNTP Set
PR3101-S-1 1 PC
EUR 170.27

100mM dNTP Set
PR3101-S-4 1 PC
EUR 430.26

dNTP Set, 100mM each
40052 4x250uL
EUR 260
Description: Minimum order quantity: 1 unit of 4x250uL

NTP Mix
G943 250 ul 25 mM each
EUR 78

NTP Mix
G944 500 ul 25 mM each
EUR 97

NTP Mix
G945 1.0 ml 25 mM each
EUR 130

PCR Mix
L5051100 2.5 ml
EUR 107
Description: Premade ready to use kits will always come in handy. Get your experiment done right form the first try by using a validated kit with perfectly balanced reagents proportions and compatibility and by following a clear protocol.

dNTP Set (100mM each) - 4x0.5ml
DD0058 4x0.5ml
EUR 206.6

HiFi DNA Polymerase wi dNTP
FYT003-500U 500U Ask for price

Aflatoxin MIX Standard
SD009 0.5ug/mL
EUR 607

ACCUZYME Mix, 2x
BIO-25028 500 Reactions Ask for price

MyTaq Mix, 2x
BIO-25041 200 Reactions Ask for price

MyTaq Mix, 2x
BIO-25041/S Sample Ask for price

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Powerpol 2xPCR mix
RK20718 1mL Ask for price

Individual Reaction Mix
G065-X 200 reactions
EUR 167

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M1105-500
EUR 441

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M1106-500
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M1108-500
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M1109-500
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Jade miRNA? Mix
M1117-500
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M1121-500
EUR 441

Ready? PCR Mix
M1127-1000
EUR 512

Ready? PCR Mix
M1127-200
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Rigor? PCR Mix
M1132-200
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M1136-200
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Advance? PCR Mix
M1139-200
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Glucose Nutrient Mix
109 150 g
EUR 67

Green Taq Mix
P131-01 5 ml
EUR 119

Green Taq Mix
P131-02 15 ml
EUR 150

Green Taq Mix
P131-03 50 ml
EUR 248

YEA taq DNA Polymerase wi dNTP
FYT001-500U 500U Ask for price

dNTP Set 100 mM 4x0.4 ml
BH40203 4x0.4ml
EUR 149
Description: High purity buffer for various PCR applications.

Taq Plus DNA Polmerase (with dNTP)
P201-d1 250 U
EUR 126

Taq Plus DNA Polmerase (with dNTP)
P201-d2 1000 U
EUR 193
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