ADDITION OF HOP EXTRACTS TO BEER USING LIQUID CARBON DIOXIDE*

A method is described for imparting hop character to beer using extract prepared by treating hops with liquid carbon dioxide. The long contact times required for conventional dry-hopping techniques are avoided, and the use of liquid carbon dioxide as a medium for dispersal of the extract obviates problems due to residual organic solvent or emulsion stabilizers. Beers in which hop character was introduced in this way were found to be similar in flavour to control beers treated with portions of the same hop extract dissolved in ethanol.     

PREPARATION OF HOP EXTRACTS WITHOUT USING ORGANIC SOLVENTS

Extraction of hops with liquid carbon dioxide at ambient temperature provides an attractive means of producing hop extracts which are rich in α-acids and free from hard resins, polyphenols, pigments and residual organic solvents. The resulting yellow extracts give beer with a clean bitter flavour when they are added during wort boiling. Manufacturing costs using the process are likely to be substantially less than in a conventional hop extraction plant.     

PREPARATION OF OIL RICH HOP EXTRACTS AND THEIR ADDITION TO BEER ON THE PILOT-SCALE USING LIQUID CARBON DIOXIDE*

The introduction of carbon dioxide hop extracts dissolved in liquid carbon dioxide to green beer during transfer from fermentation vessel to cold conditioning tank results in a sound dry hop flavour in the finished product. A system has been developed for injecting a solution of extract into a beer main. Extracts which are rich in hop oils are particularly suitable for imparting hop character to beer and a liquid-liquid countercurrent procedure is described for producing extract fractions containing enhanced levels of essential oil.     

USE OF EXTRACTS PREPARED WITH LIQUID CARBON DIOXIDE AS A SUBSTITUTE FOR DRY HOPS

Liquid carbon dioxide hop extracts were prepared for use as a substitute for dry hops. Many of these extracts were oil rich fractions containing up to 14% (w/w) hop oil. Extracts of Styrian Golding, Wye Target and Wye Northdown hops were used to treat ales prior to completion of beer processing and subsequent packaging. Emulsion/suspension systems were developed as carriers to facilitate addition of these extracts to beers before the chilling process. A loss of hop character from beer was found to occur during fining and filtration. Beers, treated with the extracts, exhibited natural though varietally distinct dry hop character. Production scale trials using these extracts have been successfully carried out to dry hop a brewery conditioned draught bitter and to match a traditionally dry hopped premium pale ale. The quantities of extract used indicated that economies in hop usage can be achieved when substituting liquid carbon dioxide hop extracts for dry hops.     

DIMETHYL TRISULPHIDE,ITS MECHANISM OF FORMATION IN HOP OIL AND EFFECT ON BEER FLAVOUR

The precursor of dimethyl trisulphide (DMTS) in hops is destroyed by sulphur dioxide during kilning, but then re-forms slowly during storage. A redox mechanism is suggested and S-methyl-cysteine sulphoxide is postulated as the DMTS-precursor. The effect of DMTS on beer flavour is described. The flavour threshold value for DMTS in a commercial beer has been found to be 0·10μg/litre.     

PREPARATION OF HOP EXTRACTS RICH IN PARTICULAR CONSTITUENTS*

When a column containing powdered hops is extracted with liquid carbon dioxide, chromatographic separation of hop components occurs. They are extracted in the order essential oils, β-acids, α-acids; and the separation is enhanced when finely milled hops are extracted. Early fractions (～0·5 hour) contain a high proportion of the available essential oils when hops are extracted at ?20°C and such extracts are suitable as a replacement for dry hops. Fractions can be obtained from extractions at ～7°C which are rich in α-acids and contain low levels of β-acids. Small amounts of fats and waxes are normally present in fractions collected towards the end of a run when seeded hops are extracted.     

The Oxygenated Sesquiterpenoid Fraction of Hops in Relation to the Spicy Hop Character of Beer

Hop‐derived sesquiterpenoid‐type oxidation products have been associated with a spicy or herbal hoppy beer character. However, the flavour threshold values of hitherto identified oxygenated sesquiterpenes are generally much higher than their estimated levels in beer. By applying two‐step supercritical fluid extraction of hop pellets using carbon dioxide, followed by chromatographic purification of the enriched sesquiterpenoid fraction, highly specific varietal hop oil essences containing all main oxygenated sesquiterpenes were obtained. Post‐fermentation addition (at ppb levels) of these purified sesquiterpenoid essences from various European aroma hops led to distinctive spicy or herbal flavour notes, reminiscent of typical ‘noble’ hop aroma. It is concluded that a spicy hop flavour impression in beer depends significantly on minor constituents of the natural sesquiterpenoid hop oil fraction.     

DIFFERENCES IN UTILISATION OF THE ESSENTIAL OIL OF HOPS DURING THE PRODUCTION OF DRY-HOPPED AND LATE-HOPPED BEERS

Late-hopped and dry-hopped beers were prepared and their lipophilic constituents extracted using Amberlite XAD-2 resin. Examination of the volatile constituents by GC-MS confirmed that most of the hop oil added towards the end of wort boiling is lost by evaporation. Part of the material which survives boiling is chemically transformed by yeast during fermentation. Dry-hopped beer contained compounds more representative of the original hop oil than did the corresponding late-hopped beer. A liquid carbon dioxide extract of hops, rich in essential oil, has been fractionated by column chromatography on alumina-silica giving preparations which simulate either late-hop or dry-hop character.     

PILOT PLANT EXTRACTION OF HOPS WITH LIQUID CARBON DIOXIDE AND THE USE OF THESE EXTRACTS IN PILOT AND PRODUCTION SCALE BREWINGa

Several varieties of hop have been satisfactorily extracted using liquid carbon dioxide in a plant operating on the 1 kg scale. The extracts have been used in small scale (0·6 and 16 hl) and production scale (700–800 hl) brewing trials where both ales and lagers were produced. All beers were of sound quality and could not be distinguished organoleptically from controls brewed with either hops or commercial hop extracts.     

SOLUBILITY OF HOP α- AND β-ACIDS IN LIQUID CARBON DIOXIDE*: ADDENDUM: SOLUBILITY OF PESTICIDES IN LIQUID CARBON DIOXIDE

A procedure is described for determining the solubility of hop α- and β-acids in liquid carbon dioxide. Results have shown that the optimum temperature range for the extraction of hops with liquid carbon dioxide is +5 to +10°C. A number of pesticides used by hop growers are appreciably soluble in liquid carbon dioxide.     

125th Anniversary Review: The Role of Hops in Brewing

Although hop technology has been a substantial part of brewing science for the last 130 years, we are still far from claiming to know everything about hops. As hops are considered primarily as a flavour ingredient for beer, with the added benefit of having anti‐microbial effects, hop research is focused on hops as a bittering agent, as an aroma contributor and as a preservative. Newer fields in hop research are directed toward the relevance of hops in flavour stability, brewing process utilisation, the technological benefits of hops in brewing as well as hops as a source of various substances with many health benefits. However the more we find out about the so‐called “spirit of beer” the more questions emerge that demand answers. While hop research was only an ancillary research field for decades, during the last ten years more universities and breweries have determined that hops must play a meaningful role in their research efforts. This article gives an overview of the up‐to‐date knowledge on hop aroma, hop derived bitterness, and the role of hops in flavour stability as well as light stability. Hop research is a wide field, therefore in this review only selected topics are reviewed. Other research areas such as hops utilisation, the antifoam potential of hops, or the advances in knowledge pertaining to the physiological valuable substances of hops go beyond the scope of this article.     

THE ESSENTIAL OIL OF HOPS A REVIEW

The composition of essential oil of hops is reviewed and the nature of hop oil components which survive into wort and beer is discussed. Methods which are available to the brewer for imparting hop character to beer are critically evaluated.     

THE STABILITY OF HOP OILS IN LIQUID CARBON DIOXIDE EXTRACTS OF HOPS

Portions of extracts obtained by treating three varieties of hops with liquid carbon dioxide were stored in the cold and at ambient temperature for 18 months. During this period the composition of nop oils remained stable, except for the formation of two terpene methyl sulphides in extracts from all three varieties. Ales were ‘dry-hopped’ using portions of the stored extracts and, despite formation of the two sulphur compounds, the resulting hop character was satisfactory in all cases.     

香型酒花对啤酒酿造质量的影响

啤酒花有两种基本类型:苦型和香型酒花.它赋予啤酒特有的苦味和香味,同时也影响啤酒的泡沫形成;酒花中含有酒花树脂、酒花油和多酚物质.本文主要就香型酒花在啤酒酿造过程中的风味变化以及对啤酒香味质量的影响进行了讨论.     

STABILITY OF ESSENTIAL OIL OF HOPS

The stability of hop essential oil in beers, in hops and in aqueous emulsions has been investigated. Hop character of beers treated with hop oil emulsion has stability on pasteurization and storage similar to that of dry hopped beers. When bottled with high levels of headspace air, beers lose hop character. Beers dry-hopped with stored hops or with hops damaged during pelleting tend to develop sulphury flavours. However, hop oil emulsions prepared from such hops give rise to a sound hop character in beer. Hop oil emulsion produced by the new process shows good stability physically, chemically and biologically, particularly when mechanically homogenized and stored under an inert atmosphere. The extent of any chemical alteration due to contact with air may be estimated spectrophotometrically.     

芦荟奶啤的研制

以芦荟、牛奶、麦芽和酒花为主要原料,经过二次生物发酵,研制出既有啤酒的低酒精度,泡沫丰富和适度的二氧化碳,又具有酸乳饮料的酸甜可口,营养全面且具有保健功能的绿色饮料-芦荟奶啤。本文通过实验确定芦荟奶啤的最佳配方及芦荟汁的添加方式,并对奶啤的稳定性进行了探讨。     

EFFECTS OF PRODUCTS FROM SEEDLESS AND SEEDED HOPS ON BEER QUALITY

Comparative semi-industrial brewing trials with standard Continental lager beers have been carried out in Switzerland using hop pellets and hop extracts made from seeded and seedless hops. It has been demonstrated that the products from seeded hops containing 8% and 9% of seeds have no adverse effect on beer quality and that the flavour of all the beers was acceptable.     

FLAVOUR AND HAZE STABILITY DIFFERENCES DUE TO HOP TANNINS IN ALL-MALT PILSNER BEERS BREWED WITH PROANTHOCYANIDIN-FREE MALT

All-malt Pilsner beers were brewed with proanthocyanidin-free malt (ant 13 × 13 × Rupal). Hopping was with n-hexane tannin-free hop extract with or without n-hexane extracted hop residue or with whole leaf hops. The different beers were analysed chemically and presented to an expert panel to detect possible preferences and differences in bitterness and astringency. The impact of hop proantho-cyanidins on haze formation is comparable to that of malt proanthocyanidins. No differences between the beers were found in triangular tests. Statistical analysis of the paired comparison tests showed that hop proanthocyanidins do not contribute to the bitterness of beer since beer brewed with tannin-free hop extract is slightly more bitter than beer brewed with whole leaf hops. No differences in astringency were noted between beers brewed with or without hop proanthocyanidins and it was found that the panel expressed a very slight preference for beer brewed with n-hexane hop extract over beer brewed with both n-hexane hop extract and extracted hop residue.     

Humulus lupulus – a story that begs to be told. A review

The hop cones of the female plant of the common hop species Humulus lupulus L. are grown almost exclusively for the brewing industry. Only the cones of the female plants are able to secrete the fine yellow resinous powder (i.e. lupulin glands). It is in these lupulin glands that the main brewing principles of hops, the resins and essential oils, are synthesized and accumulated. Hops are of interest to the brewer since they impart the typical bitter taste and aroma to beer and are responsible for the perceived hop character. In addition to the comfortable bitterness and the refreshing hoppy aroma delivered by hops, the hop acids also contribute to the overall microbial stability of beer. Another benefit of the hop resins is that they help enhance and stabilize beer foam and promote foam lacing. In an attempt to understand these contributions, the very complex nature of the chemical composition of hops is reviewed. First, a general overview of the hop chemistry and nomenclature is presented. Then, the different hop resins found in the lupulin glands of the hop cones are discussed in detail. The major hop bitter acids (α‐ and β‐acids) and the latest findings on the absolute configuration of the cis and trans iso‐α‐acids are discussed. Special attention is given to the hard resins; the known δ‐resin is reviewed and the ε‐resin is introduced. Recent data on the bittering potential and the antimicrobial properties of both hard resin fractions are disclosed. Attention is also given to the numerous essential oil constituents as well as their contributions to beer aroma. In addition to the aroma contribution of the well‐known essential oil compounds, a number of recently identified sulfur compounds and their impact on beer aroma are reviewed. The hop polyphenols and their potential health benefits are also addressed. Subsequently, the importance of hops in brewing is examined and the contributions of hops to beer quality are explained. Finally, the beer and hop market of the last century, as well as the new trends in brewing, are discussed in detail. Hop research is an ever growing field of central importance to the brewing industry, even in areas that are not traditionally associated with hops and brewing. This article attempts to give a general overview of the different areas of hop research while assessing the latest advances in hop science and their impact on brewing. Copyright © 2014 The Institute of Brewing & Distilling     

新型酒花制品在啤酒工业的应用

啤酒花是啤酒工业的重要原料之一。阐述了啤酒花中3类物质即酒花树脂、酒花油、多酚物质的主要化学成分，酒花在啤酒酿造中的作用，以及酒花浸膏和酒花油等多种新型的酒花制品在啤酒工业中的应用。